A.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan, Russia

http://www.iopc.knc.ru

The A.E. Arbuzov Institute of Organic and Physical Chemistry of the Kazan Scientific Center of the Russian Academy of Sciences (A.E.Arbuzov Institute) is one of the first-rate institutes of the Russian Academy of Sciences (RAS) in the Volga region. The A.E.Arbuzov Institute was established in 1965 by merging two Kazan Institutes of the Academy of Sciences : the Chemical Institute, founded in 1945, and the Institute of Organic Chemistry , founded in 1958. Academician A.E. Arbuzov headed the Chemical Institute; Academician B.A. Arbuzov became the first director of the A.E.Arbuzov Institute and held the position till 1971.

In the following years the Institute was headed by Corresponding Member of RAS A.N. Pudovik (1971-1989), Professor A.N. Vereshchagin (1989), and Professor E.S. Batyeva (1989 – 1990). From 1990 to 2001 Academician A.I. Konovalov was the head of the A.E.Arbuzov Institute. At present the Institute is led by Corresponding Member of RAS O.G. Sinyashin.

Research focus of the A.E.Arbuzov Institute has changed with time but kept main scientific guidelines.


Director of the A.E. Arbuzov Institute Corresponding Member of RAS Oleg G. Sinyashin

Chemistry of phosphorus and its organic and organoelemental compounds as the basis for the development of new substances, materials and technologies is the oldest research field. Many years of research has resulted in laying the scientific foundations for chemistry of trivalent phosphorus derivatives. New rearrangements have been detected, novel types and classes of phosphorus derivatives with coordination number from two to five produced. The Arbuzov and Pudovik reaction mechanisms have been studied in detail, and new reactions of intra- and intermolecular heterocyclization developed leading to new mono-, poly-, and spirophosphacycles; cellular constructions and heterocycles - structures with carbohydrates fragments being among them. The substantial contribution to the study of dual reactivity of P (III) acids derivatives has been made, and the phenomenon of chemical polarization at phosphorus nuclei has been discovered. The reaction of pentacoordinated phosphorus compounds with arylacetylenes has been found and thoroughly investigated, leading to the formation of cyclic phosphorus analogues of natural systems.

Coordination chemistry and organometallic chemistry are quickly developing directions in the Institute. Unusual poly- and heteropolynuclear compounds, as well as paramagnetic complexes of transition metals with free radical fragments, are synthesized at the Institute. The coordination compounds with unusual geometry of transition metal environment are obtained; compounds with phosphorus-metal labile ‘bent’ bonds and optically active metal complexes with chiral ligands are synthesized.

Additionally, new effective methods for electrosynthesis of various classes of organophosphorus compounds (OPC) with P-C, P- O, and P-N bonds directly from white phosphorus are developed. The electrochemical method allows carrying out reactions in soft conditions at high rate and selectivity, and its manufacturing application will allow rejecting the faulty ‘chlorine technology’ widely used at present.

In the last decade organic supramolecular chemistry and fullerene chemistry are developed in the Institute. Novel organophosphorus, organosulfur and organosilicon derivatives of calyx[4]arene, tiacalyx[4]arene and calyx[4]resorcinarene were synthesized. On their basis pH-controlled extragents were obtained, efficiently and selectively binding the rare-earth elements and radionuclides from various solutions including the industrial ones. The design principles for efficient supramolecular catalytic systems, accelerating the hydrolysis of phosphorus acids esters by several orders of value, were developed.

Organofullerens with strong electron acceptor properties, synthesized at the Institute, form the basis for creating the systems for artificial photosynthesis and molecular switches.


The First Director of the Institute Academician Boris A. Arbuzov and his follower - Academician Alexander I. Konovalov (the left)

Chemistry of heterocyclic compounds, traditional for the A.E.Arbuzov Institute, has transformed into chemistry of macro- and polynuclear carbo- and heterocyclic molecules. New type of heterocyclic structures – pyrimidinophanes – macrocycles of various sizes, containing nucleotide bases, has been synthesized. Efficient methods for synthesis of highly-functionalised condensed heterocycles: indans, tetralins, and benzocycloheptanes, which are of interest for chemistry of natural compounds and pharmacology, are being developed.

Stereochemistry of organic, organoelemental and complex compounds has been being studied at the Institute since its establishment. Original technical approaches and new reagents are developed, allowing the determination of the enantiomeric composition and absolute configuration of organic substrata by NMR method. To obtain the practically important nonracemic drugs without involving enantio-pure chiral reagents and/or auxiliary compounds, the spontaneous separation of racemates at crystallization is used.

Recently new stereoselective reactions have been discovered, for example, intramolecular variant of the Pudovik reaction. It enables producing a -heterosubstituted alkylphosphanates – the precursors of biologically important a -amino- and a -oxyalkylophosphonic acids with high yield.

Besides, the A.E.Arbuzov Institute continues traditions of natural compounds research. In recent years the technology for producing the concentrated protein, flavonoids (rutin) and pectines from Amarantus cruentus plant and different sorts of lupin has been created. It resulted in patenting biologically active food supplements, some of them with antianemic action. The isosteviol diterpenoid biologically active derivatives, forming complexes with metal ions and amino acids, are synthesized. Regulations have been developed for extracting low-calorie sweetener – glycoside stevioside from Stevia rebaudiana Bertoni plant leaves.

At the A.E.Arbuzov Institute scientific foundations are laid for creation of biologically active substances for use in medicine, food industry and agriculture. Novel drugs such as ‘Phosarbin’ (1955), antifungal ointment ‘Chloracetophos’ (1971), ‘Dimephosphon’ (1983), used in metabolic therapy with wide application spectrum, anti-burn and immune-stimulating drug ‘Xymedon’ (1993), and aniblastomic ‘Glycyphon’ (1993) for curing the cancroid were developed and introduced in medical practice. Moreover, in 2000, a highly efficient growth stimulator ‘Melaphen’ was invented. Goal-seeking activity of the Institute scientists resulted in the creation of fundamentally new preparations, more efficient than the well-known hypotensive, antihypertensive and a -adrenolytic drugs. New class of high-efficient and selective acetylcholinesterase blockators has also been synthesized .

In the framework of the research on polymer materials for the integrated optoelectronics, original methods for synthesis of nonlinear-optical chromophores, monomers, and oligomers are developed; soft hardware for studying the electreting process of electro-optical polymer networks is designed.

The A.E.Arbuzov Institute is placed in Kazan – the capital of the oil-producing Republic of Tatarstan . Thus geochemistry, chemistry and refining of petroleum and bitumen belong to the most important scientific research areas. The dependence of oils chemical content and properties on geochemical and biochemical processes has been investigated, the unique database created. The technological properties of high-viscous oils were preliminarily estimated, and rational methods for the oils refining were proposed, resulting in obtaining such valuable products as high-viscosity waxy base oils. Control requirements of the oil fields development and new high-efficient technologies for petroleum production intensification were created. Methods for obtaining the functionally substituted ammonium compounds, high-efficient reagents of complex activity, were developed using available petrochemical products.

On the basis of modern scientific equipment, belonging to the A.E.Arbuzov Institute, Multiple-Access Centre possessing unique devices for performing NMR, IR, ESR, Raman, and other spectral investigations (Avance-600, MSL-400, ISF-113V, Vector-22, Bruker ER-200D), automatic X-ray diffractometers Enraf-Nonius CAD-4, as well as mass-spectrometers МХ-1310, Finnigan MAT, МАLDI-TOF Dynamo, chromato-mass-spectrometer Turbomass Golg, quadrupole chromatography-mass-spectrometer Trace MS, polarimeter PerkinElmer 341A, and calorimeter Setaram C-80 was established.

The first Russian Regional Centre for State Control of Drugs Quality, the Science-and-Research Centre of Hard Accessible Oils and Natural Bitumen (organized jointly with the Academy of Sciences of the Republic of Tatarstan and JSC ‘Tatneft’), and the Centre for Standard Patterns and Reagents were established in Kazan on the basis of the A.E. Arbuzov Institute. Besides, t here are the Educational and Scientific Centre ‘Perspective Materials and Technologies’ (established together with Kazan State University and Kazan State Technological University ) and the Arbuzovs’ Memorial House.

The A.E.Arbuzov Institute maintains worldwide relations with leading international centers. Long-term research activities are performed together with the Universities of Leipzig, Dresden, Münster, Braunschweig, Greifswald, Giessen, Cologne (Germany); Mons, Antwerp (Belgium); Paris (France); Okayama, Osaka (Japan); Riverside (USA); Pohang (Southern Korea); Lublin, Lodz (Poland); the French Institute of Oil and Gas in Toulouse (France); the Institute of Inorganic Chemistry in Florence (Italy); the Institute of Chemical Technology in Prague (Check Republic) and other educational and academic institutes of the world.

In 1969 the Institute was rewarded with the Red Banner Labour Order for the achievements in science development. In 1978 the Lenin Prize was awarded to Academician B.A. Arbuzov and to Corresponding Member of the USSR Academy of Sciences A.N. Pudovik, what proved the Institute achievements in science. Also the State Prizes of the USSR and the Republic of Tatarstan were awarded to the Institute collaborators: B.E. Ivanov, A.V. Il’asov, Ya.A. Lev in, A.A. Vafina, Yu.M. Kargin, A.O. Vizel, A.A. Muslinkin, G.V. Romanov, P.S. Fakhretdinov.

RUSSIAN ACADEMY OF SCIENCES

KAZAN SCIENTIFIC CENTER

A.E. ARBUZOV Institute of Organic and Physical Chemistry

● A.E. Arbuzov Institute of Organic and Physical Chemistry of the Kazan Scientific Center of the Russian Academy of Sciences was established in 1965. The Institute is one of the first-rate research and educational chemical institutions of the Russian Academy of Sciences (RAS) in the Volga region. Its activity is aimed at performing both fundamental and applied research in the field of organic, physical and supramolecular chemistry, at the realization of the developments in the real economy sector, at solving the problems of the region, and training high-educated specialists for academic research centers, educational institutions and industrial enterprises.

●At the Institute the significant experience is accumulated in fulfilling complex tasks of state structures, contracts with Russian and foreign firms and companies, Russian scientific organizations. This activity is connected with the purposeful search, screening of medical products, products for agriculture and veterinary medicine, and includes initial and toxicological testing as well as the elaboration of technology of their production.

The Institute has at its disposal a chemical-technological complex, located in a separate building with a floor area of 2320 m 2, and possessing autonomous power supply system, sewerage system, water-supply system, ventilation, air feed system; this complex provides carrying out at pilot lines of practically all operations of fine organic synthesis, such as synthesis in jacketed reactors with mixer, synthesis and effective mixture in compact tubular turbulent process vessels, extraction and mixture in highly productive rotary pulsating process vessels, distillation and rectification, filtration and crystallization, grinding and drying. Processes are accomplished in reactionary volume of 10 to 250 l, in the temperature range between –25 0 С and +230 0 С , at the pressure of 10 atm as well as in vacuum 10 -1 – 10 -2 mm Hg.

Equipment, devices and means for operation control are adequate to necessary requirements and conditions for the development of new technologies, creation of various chemical substances, compositions, materials, as well as for production of pilot lots and technological regulations documentation.

Single-stage syntheses of liquid-phase chemical substances, compositions and compounds of various constitutions may provide the manufacture of target product up to 10000 kg per year, and solid-phase substances up to 1000-1500 kg per year.

The suggested technologies may be as follows: Ecologically-safe and power-saving technologies; Electrochemical synthesis of organophosphorus compounds based on elemental phosphorus; Electrochemical methods for unsaturated hydrocarbons chlorination, for example higher a -olefins; Technologies of fine organic synthesis of chemical substances including medical products with pharmacopeia quality performance; Effective technologies for mixing both high-viscosity liquid systems and emulsions in rotary pulsating and tubular turbulent process vessels.

● Scientific researchers of the Institute possess high professional skills in the field of synthesis, study of structure and properties of organic, coordination and organometallic compounds, nano- and supramolecular structures, synthetic analogues of natural compounds. At the Institute the methodology for obtaining biologically-active substances for use in medicine, agriculture and food industry is elaborated. New original drugs and food additives are developed and introduced in medical and veterinary practice: anti-glaucoma remedy ‘Phosarbin’, antifungal ointment ‘Chloracetophos’, metabolic therapy remedy with wide application spectrum ‘Dimephosphon’, anti-burn and immune-stimulating drug ‘Xymedon’, and aniblastomic drug for curing the cancroid ‘Glycyphon’, antituberculous remedy “Tubaphen”, veterinary immune-stimulating drug “Vetamex”, plants growth stimulator ‘Melaphen’, active in ultralow doses (less than one millionth gram per hectare).

● The researchers of the Institute publish annually more than 100 scientific papers in the leading international and Russian journals. The researchers regularly participate in the work of international and Russian conferences, symposia, seminars and other scientific arrangements, realize the protection of their intellectual property by patents and trademarks (Supplement 1).

● The structure of the Institute includes 20 research laboratories, united into 5 departments of synthetic, physical-chemical, biological and technological profiles, the building of model sets and workshops. The Institute structure also includes scientific-auxiliary sub-unit consisting of post-graduate, international, patent and advisory-analytical departments, the group of documentation and dataware, archives, scientific library. There are also technical services (Department of chief power engineering specialist, department of material support, general service department and security service).

● The structure of the Institute includes also vivarium, where the action of the synthesized preparations on different types of biological objects (plants, bacteria, fungi, as well as animals – mice, rats, rabbits) are tested. Chemical-biological laboratories are not GMP or GLP certified, but the Institute is ready to perform the work in this direction at a certain financial support.

● At the Institute the Multiple Access Center functions for performing the spectral and analytical investigations of composition, structure and properties of substances and materials, equipped with modern devices and instrumentation: NMR spectrometers «Bruker AVANCE 600» (Germany, 2003); quadrupole chromato-mass-spectrometer TRACE MS (Finnigan, USA, 2000); mass-spectrometer МА LDI-TOF “Dynamo” (Finnigan, USA, 200), IR Fourier spectrometers ISF-66 (1999). The Institute possesses the following servers: FREEBSD UNIX (Pentium IV 512MB 40GB); Novell (scientific) (Pentium IV 512MB 60GB); Novell (economical) (Pentium IV 512MB 40GB); DIONIS (Pentium II 64MB 10GB) ; Windows 2003 Server (Pentium IV 256MB 40GB) , acquired in 2002-2003. 130 Workplaces are equipped with personal computers, belonging mainly to the Pentium type of generation from 1 to 4; they are united into the local net and provide twenty-four-hour access to the Internet.

● The Institute actively cooperates with foreign scientific centers and companies. In the framework of bilateral agreements, scientific projects INTAS, DFG, and DAAD the Institute collaborates with Istituto di Chimica dei Composti Organometallici (Firenze, Italy); Área de Química Inorgánica, Facultad de Ciencias Experimentales, Universidad de Almería (Spain); Institute of Inorganic Chemistry, University of Leipzig (Germany); Institute of Inorganic Chemistry, University of Leipzig (Germany), Department of Chemistry, University of Wales, (Bangor, UK); Department of Chemistry and Institute of Catalysis Science and Technology (Haifa, Israel). The Institute has contracts with Du Pont (USA) and Samsung ( Southern Korea ) companies.

● The Institute has intention to cooperate with western firms and industrial enterprises in the field of biotechnology, petrochemical synthesis, polymer incombustible materials, corrosion inhibitors, biologically active substances, promising for medicine, agriculture and veterinary.

● The Institute possesses the intellectual property, protected by patents of Russian Federation (maintains about 30 patents). This intellectual property can be of interest for industrial sector (drug subjects, agricultural preparations, organic synthesis production, biotechnology). The Institute possesses patent department to perform paper work and protection of intellectual property objects.

● The staff of the Institute includes more than 240 researchers, 35 doctors of science and more than 140 candidates of science being among them. The majority of the researchers got their education at Kazan State University and Kazan State Technological University , and took post-graduate courses. The Institute possesses the License for educational activities in the sphere of professional education by the following specialities: optics, condensed matter physics, physics of magnetic phenomena, thermal physics and theoretical heating engineering, organic chemistry, physical chemistry, electrochemistry, macromolecular compounds, chemistry of organoelemental compounds, bio-organic chemistry, chemistry of natural and physiologically active substances, petrochemistry, catalysis, technology of organic substances. Annually about 10-15 graduates enter the post-graduate courses.

Appendix

Some publications of IOPC during 2003 –2004:

  1. Alam A., Mamedov V.A., Gubaidullin A.T., Kalita D., Tsuboi S . Isolation and Identification of 2,3,7-tri-O-Methylellagic Acid from Cassia alata Leaves // Natural Medicines. -2003, -Vol.57, N.2. -P.73.
  2. Schopohl M . C. , Siering C ., Kataeva O ., Waldvogel S . R. Reversible enantiofacial differentiation of a single heterocyclic substrate by supramolecular receptors. Angew. Chem. Int. Ed. –2003. - Vol. 42. –N. 23. -P . 2620-2623.
  3. Franck X., Jullian J-Ch., Latypov Sh.K., Hocquemiller R., Figadère B . NMR Determination of Absolute Configuration of a-Acyloxy Ketones // Tetrahedron: Asymmetry. -2003. V.14. N.8 -P.963-966.
  4. Karasik A . A ., Naumov R . N ., Sinyashin O . G ., Belov G . P ., Novikova H . V ., L ö nnecke P ., Hey - Hawkins E . Novel chiral 1,5-diaza-3,7-diphosphacyclooctane ligands and their transition metal complexe // Dalton Trans.-2003, N.11. -P.2209-2214.
  5. Kovalenko V. I., Khamatgalimov A. R. Open-shell fullerene С 74 : phenalenyl-radical substructures // Chem. Phys. Lett. -2003.-Vol.377. –N.3-4. -P.263-268.
  6. Katsyuba S., Vandyukova E . Scaled quantum mechanical computations of vibrational spectra of organoelement molecules, containing the atoms P, S and Cl // Chem. Phys. Lett. –2003. –Vol.377. -P.658-662.
  7. Stoikov I.I., Omran O.A., Solovieva S.E., Latypov Sh.K., Enikeev K.M., Gubaidullin A.T., Antipin I.S., Konovalov A.I. The synthesis of tetracarbonyl derivatives of thiacalix[4]arene in different conformations and their complexation properties towards alkali metal ions // Tetrahedron. – 2003. -Vol.59. -N.9. - P.1469-1476.
  8. Lin J-R., Gubaidullin A.T., Mamedov V.A., Tsuboi S . Nucleophilic addition reaction of aromatic compounds with a -chloroglycidates in the presence of Lewis acid // Tetrahedron. -2003. -Vol.59. -P.1781-1790.
  9. Schopohl M . C. , Bergander K ., Kataeva O ., Fr ö hlich R ., Waldvogel S . R. Synthesis and characterization of enantiomerically pure menthylamines and their isocyanates // Synthesis. -2003, -N. 17. -P. 2689-2694.
  10. Mirk D ., Kataeva O ., Fr ö hlich R ., Waldvogel S . R. The first direct chlorination of iodoarenes - a side-chain-directed process // Synthesis. -2003, -N. 15. -P. 2410-2414.
  11. Sorai M., Saito K., Nakamoto T., Ikeda M., Galyametdinov Y.G., Galyametdinova I.V., Eidenschink R, Haase W. Calorimetric study of the cubic mesogen, ACBC(16) // Liquid Crystals. -Vol.30. –N.7. -P.861-869.
  12. Zakharova L.Ya., Valeeva F.G., Zakharov A.V., Ibragimova A.R., Kudryavtseva L.A., Harlampidi H.E. Micellization and catalytic activity of the cetyltrimethylammonium bromide – Brij 97 – water mixed micellar system // J.Colloid Interface Sci. –2003. -Vol.263. –N.2. -P.597-605.
  13. Furer V.L., Kovalenko V.I., Vandyukov A.E., Majoral J.-P., Caminade A.M . The vibrational analysis of the starting "monomer" and first generation of the starburst elementorganic dendrimer // Vibrational spectroscopy -2003. –Vol.31. –N.1. -P.71-79.
  14. Fedorenko V. Yu., Lodochnikova O. A., Petukhov A. S., Kataeva O. N., Litvinov I. A., Shtyrlin Yu. G., Klimovitskii E. N. Crystal structure of seven-membered acetals with furan and pyridine planar fragments // J. Mol. Struct. –2003. -Vol. 644. -N. 1-3. -P. 89-96.
  15. Klimovitskii E. N., Kikilo P. A., Dobrynin A. B., Kataeva O. N., Litvinov I. A., Fedorenko V. Yu., Shtyrlin Yu. G. Stereochemistry of 1,3-dithia-5,6-benzocycloheptene-s-oxides // J. Mol. Struct. –2003. -Vol. 688. -N. 1-3. -P. 191-196.
  16. Gubaidullin A.T., Mamedov V.A., Litvinov I.A., Ye H., Tsuboi S. Synthesis and Comparative Analysis of Molecular and Supramolecular Structures of 4,8-Disubstituted-1,5-Dichloro-2,6-Dioxotricyclo[5.1.0.0 3,5]octanes // Monatshefte fur Chemie. –2003. -Bd.134. -P.1229-1240.
  17. Zuev Yu.F., Vylegzhanina N.N., Idiatullin B.Z., Mirgorodskaya A.B. Effects of solubiliized dodecylamine on the microstructure of cetylpyridinium bromide-n-butanol-n-hehane-water system studied by PGSE-NMR and ESR spin lable methods //Applied Magnetic Resonance-2003. -Vol.25. –N.1. - Р .65-77
  18. Yanilkin V. V., Gubskaya V.P., Nuretdinov I.A. Electrochemical synthesis of a phosphorylated monomethano[60]fullerene // Mendeleev Commun. –2003. –N.1. -P.13-14.
  19. Sokolov F.D., Zabirov N.G., Brusko V.V., Krivolapov D.B., Litvinov I.A. N-Thiophosphorylthiourea containing an aza-18-crown-6-fragment. The crystal structure of bis[N-(N’-diisopropoxythiophosphorylamidothiocarbonyl)-aza-18-crown-6]nickel(II) // Mendeleev Commun. -2003. -N0.2. -P.72-73.
  20. Bredikhin A.A., Bredikhina Z.A., Lazarev. S.N., Savel’ev D.V. Systematic search for conglomerates among glycerol aromatic monoethers: guaifenesin and mephenesin are the cases // Mendeleev Commun. –2003. -Vol.13. –N.3. -P.104-105.
  21. Dimukhametov M.N., Bayandina E.V., Davydova E.Yu., Gubaidullin A.T., Litvinov I.A., Alfonsov V.A . A stereochemical approach to the study of the Kabachnik-Fields reaction mechanism // Mendeleev Commun. -2003. -N.3. -P.150-151.
  22. Miluykov V.A., Sinyashin O . G ., L ö nnecke P ., Hey - Hawkins E. Unexpected formation of triple-deckers: bis(cyclopentadienyliron)- 4:4-tetraphosphobutadiene complexes . // Mendeleev Commun. -2003. -Vol.13. -N.5. -P.212-213.
  23. Alfonsov V . A ., Andreeva O . V ., Bakaleynik G . A ., Beskrovny D . V ., Kataev V . E ., Kovyljaeva G . I ., Litvinov I . A ., Militsina O . I ., Strobykina I . Yu . Unexpected bromination reaction of isosteviol methyl ester with bromoalkanes // Mendeleev Commun. -2003. -Vol.13. –N.5. -P.234-235.
  24. Bel’skii V.E. Structure of the ion pairs of 1:1-electrolytes in aqueous solutions // Mendeleev Commun. -2002. -N6. -P.246-248.
  25. Kazakova E.Kh., Prosvirkin A.V., Yanilkin V.V., Froehlich R., Habicher W. D. A novel and effective strategy to the construction of «tube-like» double resorcin[4]arenes // J. Incl. Phenom. –2003. –V. 47 (3-4). –P. 149-153
  26. Dimukhametov M.N., Bajandina E.V., Davydova E.Yu., Litvinov I.A., Gubaidullin A.T., Dobrynin A.B., Zyablikova T.A., Alfonsov. V.A. Stereoselective Synthesis of 1,4,2-Oxazaphosphorines as Precursors of Chiral a -Aminophosphonic Acids by Intramolecular Heterocyclization of b -Aldiminoalkylphosphites // Heteroatom Chem. -2003. -V.14. -N.1. -P.56-61.
  27. Katsuba S., Chernova A., Schmutzler R. Vibrational spectra and conformational isomerism of calixarene building blocks. IY. 2-benzylphenol // Org. and Biomol. Chem. –2003. –N.4. –P.714-719.
  28. akhvarov D.G., Budnikova Yu. H., Huy N.H.T., Ricard L., Mathey F. Electrochemical Decomplexation of Phosphine-Pentacarbonyltungsten Complexes: The Phosphole Case // Organometallics – 2004. - Vol.23. - N8. - P. 1961 – 1964.
  29. Balandina A., Mamedov V., Franck X., Figadere B., Latypov Sh. Application of quantum chemical calculations of 13C NMR chemical shifts to quinoxaline structure determination // Tetr.Letters. – 2004. -V. 45. -N 21. -P. 4003-4007.
  30. Kazakova E. Kh., Morozova J.E., Prosvirkin A.V., Pich A.Z., Gubanov E.Ph., Muslinkin A.A., Habicher W.D., Konovalov A.I. Self-Assembly of Octaaminoamidoderivatieves of Resorcin[4]arene in Water. A Cell-like Submicron Dimensional Structure of Hydrogel . // Eur. J. Org. Chem. – 2004. -N15. -P. 3323-3329.
  31. Naumov R.N., Karasik A.A., Sinyashin O.G., Lönnecke P., Hey-Hawkins E. Unexpected formation of a novel macrocyclic tetraphosphine: (RSSR)-1,9-dibenzyl-3,7,11,15-tetramesityl-1,9-diaza-3,7,11,15-tetraphosphacyclohexadecane. // Dalton Trans. -2004. – P. 357-358.
  32. Balueva A.S., Kuznetsov R.M., Ignat'eva S.N., Karasik A.A., Gubaidullin A.T., Litvinov I.A., Sinyashin O.G., Lonnecke P., Hey-Hawkins E.. Self-assembly of novel ma с rocyclic aminomethylphosphines with hydrophobic intramolecular cavities . // Dalton Trans. – 2004. - P.442-447.
  33. Nakatsu S., Gubaidullin A.T., Mamedov V.A., Tsuboi S. A convenient synthesis of olefins via deacylation reaction. // Tetrahedron. – 2004. – №60 – p.2337-2349.
  34. Katsyuba S.A. , Dyson P.J., Vandyukova E.E., Chernova A.V., Vidiš A.. Molecular Structure, Vibrational Spectra and Hydrogen Bonding of the Ionic Liquid 1-Ethyl-3-methylimidazolium Tetrafluoroborate. // Helvetica Chim.Acta. – 2004. – V.87. – P.2556-2564.
  35. Budnikova Yu. H., Tazeev D. I., Trofimov B. A., Sinyashin O. G.. Electrosynthesis of Nickel phosphides on the Basis of White Phosphorus. // Electrochemistry Commun. – 2004. –Vol.6. –N7. – P.700-702.
  36. Peruzzini M., Abdreimova R.R., Budnikova Y., Romerosa A., Scherer O.J., Sitzman H.. Functionalization of white phosphorus in the coordination sphere of transition metal complexes // J. Organomet. Chem. (40 th Anniversary Celebrative Issue) – 2004. – Vol. 689. – № 24. – P. 4319-4331.
  37. Budnikova Yu.H., Sinyashin O.G. Electrocatalytic eco-efficient functionalization of white phosphorus. J. Organomet. Chem. – 2004. December.
  38. Furer V.L., Majoral J.-P., Caminade A.M.. Kovalenko V.I. Elementoorganic dendrimes characterization by Raman spectroscop // Polymer. –2004. -V.45. –P.5889-5895
  39. Grogger Ch. , Fattakhov S.G., Jouikov V.V., Shulaeva M.M., Reznik V.S. The electrochemical oxidation of cyclic alkyl disulfide derivative of isocyanuric acid // Electrochimica Acta. -2004. -V. 49. -P. 721-727.
  40. Grogger Ch., Fattakhov S.G., Jouikov V.V., Shulaeva M.M., Reznik V.S. Primary steps of oxidation and electronic interactions in anodic cleavage of α,β-diisocyanurate substituted dialkyl disulfides // Electrochimica Acta -2004. -V. 49. -P. 3185-3194.
  41. Yanilkin V.V., Toropchina A.V., Morozov V.I., Nastapova N.V., Gubskaya V.P., Sibgatullina F.G., Azancheev N.M., Efremov Yu.Ya., Nuretdinov I.A. Transformation of methano[60]fullerenes in dihydrofullerofuranes induced by electron transfer // Electrochim. Acta, 2004, Vol.50, N4, P.1005-1014.
  42. M.Karakus, P.Lönnecke, D.Yakhvarov, E.Hey-Hawkins. Heterobimetallic Nickel(II) Complexes of Ferrocenyldithiophosphonates. Molecular Structures of [{FcP(OR)S 2} 2Ni] [Fc = Fe( η 5 -C 5H 4)( η 5 -C 5H 5), R = Et, Pr i,Bu s,Bu i] // Z. Anorg. Allg. Chem. 2004. – Vol. 630. – P.1444-1449.
  43. Gavrilov V.V., Dobrynin A.B., Gnevashev S.G., Kataeva O.N., Shtyrlin Yu.G., Litvinov I.A., Klimovitskii E.N. Molecular structure of 2-tert-butyl-2-oxo-1,3,2-dioxaphosphepine and its benzo derivative // J. Mol. Structure. 2004. V.693. P.119-123.
  44. Shagidullin R.R., Chernova A.V., Bazhanova Z.G., Lii Jenn-Huei, Kataev V.E., Katsyuba S.A., Reznik V.S.. The hydrogen bonding and tautomerism of pyrimidine containing macrocycles. IR, UV and quantum chemical studies // J. Mol. Structure - 2004 – N 707 – P. 1-9.
  45. Mamedov V.A., Nurkhametova I.Z., Gubaidullin A.T., Litvinov I.A., Tsuboi S. Condensation of 4-hydroxy-2-thiazolines with 1,2p-phenylenediamine as a effective route to thiazolo[3,4-a]quinoxalines. // Heterocycles. 2004. Vol,63, No.8. P.1783-1792.
  46. Furer V.L., Vandyukov A.E., Majoral J.-P., Caminade A.M.. Kovalenko V.I. Fourier-transform infrared and Raman difference spectroscopy studies of the phosphorus-containing dendrimers // Spectrochim. Acta, Pt.A. –2004. -V.60. –P.1649-1657.
  47. Zuev Y.F, Mirgorodskaya A.B. Idiatullin B.Z. Structural properties of microheterogeneous surfactant-based catalytic system. Multicomponent self-diffusion NMR approach // ( Обзор ) Applied magnetic resonance.- 2004 . -Vol. 27. -N 3-4. - P.
  48. Amirov R.R., Nugaeva Z.T., Mustafina A.R., Fedorenko S.V., Morozov V.I., Kazakova E.Kh., Habicher W.D., Konovalov A.I. Aggregation and counter ion binding ability of sulfonatomethylcalix[4]resorcinarenes in aqueous solutions // Colloids and Surfaces A: Physicochem.Eng.Aspects – 2004. –V. 240. – P. 35-43.
  49. Amirov R.R., Mustafina A.R., Nugaeva Z.T., Fedorenko S.V., Kazakov а E.Kh., Konovalov A.I., Habicher W.D. Complexation and self-assembling of calix[4]resorcinarene with both organic and lanthanide ions in aqueous media // J. Incl.Phen. Macrocyclic Chem .- 2004 -V. 49. -N3-4. -P. 203-209.
  50. Ibragimova A.R., Valeeva F.G., Zakharova L.Y., Kudryavtseva L.A., Konovalov A.I., Shtykov S.N., Shtykova L.S., Bogomolova. I.V. The effect of the sodium dodecyl sulfate – alcohol - water reverse micellar system on solvatochromic behavior of E T(30) and basic hydrolysis of О -ethyl- О -p-nitrophenylethylphosphonate // J.Mol.Liq.-2004.- Vol. 116. -N 2. - P.83-91.
  51. Yanilkin V.V., Toropchina A.V., Morozov V.I., Nastapova N.V., Gubskaya V.P., Sibgatullina F.G., Azancheev N.M., Efremov Y.Y., Nuretdinov I.A. Chain reaction of methano[60]fullerene’s transformation in dihydrofullerenofurane initiated by single electron transfer // Mendeleev Communications. –2004. –N. 1. -P.12-14.
  52. Dimukhametov M.N., Abaskalova M.A., Davydova E.Yu., Bayandina E.V., Dobrynin A.B., Litvinov I.A., Alfonsov V.A. / Reactions of sodium N-benzylideneglycinate with dialkyl chlorophosphites: formation of 1,4-bis[ a -(dialkoxyphosphoryl)benzyl]piperazine-2,5-diones. // Mendeleev Comm. –2004. –N. 1. –P. 35-37.
  53. Sokolov F.D., Safin D.A., Zabirov N.G., Yamalieva L.N., Krivolapov D.B., Litvinov I.A. Reaction of N-diisopropoxyphosphorylthiobenzamide (HL) with the CoII cation: the crystal structure of CoL2 and CoL2·2HL complexes. // Mendeleev Comm., Volume 14(2004), Number 2, Pages 51-52.
  54. Bel’skii V.E. Effects of additives on the cloud points of aqueous micellar solutions of triblock copolymers // Mendeleev Communications. -2004.- Vol. 14. -N 3. - Р .123-124.
  55. Melnikova N.B., Gubanova N.V., Kulikov M.V., Nuretdinov I.A ., Gubskaya V.P., Berezhnaya L.Sh.., Zorin A.D. Influence of Cu 2+ ions on monolayer stability in an aqueous subphase and vesicle self-organization on the bases of the phosphorylated methanofullerene-lecithin system . // Mendeleev Commun. -2004. –V14. -№5. -P. 225-227.
  56. Bredikhin A . A., Bredikhina Z.A. , Gubaidullin A.T., Krivolapov D.B. , Litvinov I . A. Rational approach to conglomerate-forming propranolol derivative : pointed modifications of crystal structure // Mendeleev Commun. – 2004. - V. 14. - N 6.
  57. Nizamov I.S., Sergeenko G.G., Nizamov I.D., Popovich Ya.E., Khaibullin R.N., Al’metkina L.A., Abalonin B.E., Batyeva E.S., Krivolapov D.B., Litvinov I.A. Disilyl dithiophosphonates in the synthesis of open chain and cyclic organothiophosphorus compounds . // Heteroatom Chem. - 2004. - Vol. 15, N 3. - P. 225-232.
  58. Gavrilov V.I., Karavanov A.A., Musin R.R., Garieva F.R., Musin R.Z. / Interaction 10-methyl(phenyl)-5,10-dihydrophenarsazine 10-oxide with a monohydroiodide acid // Chemistry of Heterocyclic Compounds.- 2004, N 9 (447) P.1396.
  59. Burilov A.R., Kasymova E.M., Vagapova L.I., Mukmeneva N.A., Enikeev K.M., Pudovik M.A., Konovalov A.I.. New reactions of disintegration of calixarene cycle under action of electrophilic reagents // Chemicke Listy. -2004. -V. 98. -P. 93.
  60. Burilov A.R., Volodina Yu.M., Gazizov A.S., Knyazeva I.R., Pudovik M.A., Habicher W.D., I.Baer, Konovalov A.I.. Unusual reactions of resorcin, 2-methylresorcin with phosphorus containing vinyl esters a , b -aminoaldehydes and their acetales // Chemicke Listy. -2004. -V. 98. -P. 94.
  61. Yanilkin V.V., Morozov V.I., Toropchina A.V., Nastapova N.V., Gubskaya V.P., Berezhnaya L.Sh., and Nuretdinov I.A. Electrochemical Synthesis and Transformations of Substituted Methano[60]Fullerenes // Fullerenes, Nanotubes, and Carbon Nanostructures. –2004. -Vol.12. -N1. -P.221–227.
  62. Zuev M.B., Nefediev S.E. Rational design of atomic Gaussian basis sets for Ab initio calculations of the dipole polarizabilities and hyperpolarizabilities. I. Optimized polarization sets for the first-row atoms from B to F // J. Comput. Methods Sci. Eng. – 2004. –V. 4. –N. 3. –P. 481-491.
  63. Zuev M.B., Balakina M.Yu, and Nefediev S.E. Rational design of atomic Gaussian basis sets for Ab initio calculations of the dipole polarizabilities and hyperpolarizabilities. II. Moderate size basis sets for the first-row atoms from B to F // J. Comput. Methods Sci. Eng. – 2004. –V. 4. –N. 3. –P. 493-500.

Presentations at the international conferences:

  1. Vasilkin D.A., Potselueva L.A., Kamaeva S.S., Litvinov I.A., Gubaidullin A.T., Lygina T.Z., Vlasov V.V. Chemical Modification of Methylene Blue as the Pharmaceutical Factor. // The 4-rd International Postgraduate Research Symposium on Pharmaceutics IPORSIP-2004. Sept., 20-22, 2004. Istanbul , Turkey . Poster Presentations. P.131.
  2. A.V.Bogdanov, V.F.Mironov, D.B.Krivolapov, I.A.Litvinov, S.K.Latypov, A.I.Konovalov. Synthesis and crystal structure of 2,7-dichloro-2-oxobenzo[o]-1,2-oxaphosphatriphenylene – the new phosphorus heterocycle . // Programm and abstracts of 16 th International conference on phosphorus chemistry. ICCPC 2004. 4-9 July, Birmingham , UK .
  3. E.N.Varaksina, V.F.Mironov, I.A.Litvinov, A.B.Dobrynin, A.I.Konovalov. The chlorination of 2,2,2-trichloro-4-methyl- and 2,2,2-trichloro-5-methylbenzo[d]-1,3,2-dioxaphospholes: aromaticity failure and 1,3-sigmatropic shift of dichlorooxyphosphoryl group . // Programm and abstracts of 16 th International conference on phosphorus chemistry. ICCPC 2004. 4-9 July, Birmingham , UK .
  4. G.A.Ivkova, V.F.Mironov, E.R.Zagidullina, A.B.Dobrynin, I.A.Litvinov, I.V.Konovalova. Unusual direction of the reaction of 2-trifluoroacyloxybenzo[d]-1,3,2-dioxaphosphorin-4-one with substituted benzalimines . // Programm and abstracts of 16 th International conference on phosphorus chemistry. ICCPC 2004. 4-9 July, Birmingham , UK .
  5. L.M.Burnaeva, V.F.Mironov, Yu.Yu.Kotorova, I.A.Litvinov, A.B.Dobrynin, I.V.Konovalova, A.N.Pudovik. The reaction of 2-R-8-azabenzo[e]-1,3,2-dioxaphosphorinanes with hexafluoroacetone . // Programm and abstracts of 16 th International conference on phosphorus chemistry. ICCPC 2004. 4-9 July, Birmingham , UK
  6. L.M.Burnaeva, V.F.Mironov, Yu.Yu.Kotorova, I.A.Litvinov, A.B.Dobrynin, I.V.Konovalova, A.N.Pudovik. The reaction of 2-R-8-azabenzo[e]-1,3,2-dioxaphosphorinanes with hexafluoroacetone . // Programm and abstracts of 16 th International conference on phosphorus chemistry. ICCPC 2004. 4-9 July, Birmingham , UK .
  7. V.F.Mironov, A.T.Gubaidullin, I.A.Litvinov. Synthesis and crystal structure of trichloromethylphosphonium and tribromomethylphosphonium triflates . // Programm and abstracts of 16 th International conference on phosphorus chemistry. ICCPC 2004. 4-9 July, Birmingham , UK .
  8. Naumov R.N., Spiridonova Yu.S., Karasik A.A., Dobrynin A.B., Litvinov I.A., Lonnecke P., Hye-Hawkins E., Sinyashin O.G. Condensation Reactions of 1,2-di(arylphosphino)ethane and 1,3-di(arylphosphino)propane with Formaldehyde and primary Amines. // Program and abstracts of 16 th International conference on phosphorus chemistry. ICCPC 2004. 4-9 July, Birmingham , UK .
  9. Budnikova Yu.H., Yakhvarov D.G. , Sinyashin O.G.. Electrocatalytic eco-efficient functionalization of white phosphorus. 16 th International Conference on Phosphorus Chemistry, 4-9 July 2004, Birmingham , UK .
  10. Romanova I.P., Yusupova G.G., Larionova O.A., Yakhvarov D.G., Sinyashin O.G. Modification of [60]fullerene by the phosphorylated azides and diazocompounds. 16 th International conference on phosphorus chemistry “ICPC 2004”.
  11. T.N. Yusupova, R.S. Khisamov, Yu.M. Ganeeva, E.E. Barskaya, G.V. Romanov, U.G. Romanova, The processes of structure formation in crude oil at the late stage of exploitation of Romashkino oil field // Canadian International Petroleum Conference the 55 th Annual Technical Meeting of the Petroleum Society, June 8-10, 2004, Calgary, Alberta, Canada.
  12. Y. Gusev, D. Saraev, J. Lounev, T. Yusupova, G. Romanov, Dielectric spectroscopy method in study of mechanisms of oil dispersion structure formation // 3 rd International Conference on Broadbank Dielectric Spectroscopy and its Applications, August 23-26, 2004, Delft, The Netherlands.
  13. Gorbatchuk V . V . Thermodynamic principles of artificial nose based on supramolecular receptors . // NATO Advanced Workshop “Nanoscale Devices – Fundamentals and Applications” September 18-22, 2004 . - Kishinev , Moldova .
  14. Zelenkov V.N., Lapin A.A.The study of antioxidative properties of water extracts of jerusalem artichoke with the use of electrogenerated halogen oxidants // International Congress and Exhibition "Advanced Methods of Diagnisis, Prophylactics and Trestment". November 19-21, 2004 . EUROMEDICA, Hannover , BRD.
  15. Z iyatdinova G.K., Lapin A.A., Budnikov H.C., Zelenkov V.N. Correlation between total antioxidant capacity of plasma and microelements . // International Congress and Exhibition "Advanced Methods of Diagnisis, Prophylactics and Trestment". November 19-21, 2004 . EUROMEDICA, Hannover , BRD.
  16. Batyeva E.S., Nizamov I.S., Abalonin B.E., Nizamov I.D., Popovich Ya.E., Ermolaev E.S. Disproportionations of S-silyl and S-arsenic derivatives of thiophosphorus acids. // 21th Intern. Symp. On the Organic Chemistry of Sulfur: Book of Abstracts. - Madrid , Spain , 2004.
  17. Kursheva L.I., Kataeva O.N., Krivolapov D.B., Batyeva E.S., Sinyashin O.G. Novel Copper(I) Complexes and Clusters with Phosphorus-Sulfur and Sulfur-Sulfur Containing Ligands. // 21 st International Symposium on the Organic Chemistry of Sulfur (ISOCS-XXI). Madrid , Spain , 4-9 July, 2004.
  18. Batyeva E.S., Badeeva E.K., Kursheva L.I., Platova E.V., Gubaidullin A.T., Litvinov I.A., Sinyashin O.G. Novel Approach to the Synthesis of Phosphorus Sulfur Organic Compounds and Their Metal Complexes. // of 21 st International Symposium on the Organic Chemistry of Sulfur (ISOCS-XXI). Madrid , Spain , 4-9 July, 2004.
  19. Evtugyn G.A., Ionina V.V.,Kazakova E.Kh., Makarova N.A., Budnikov H.C. - Determination of neuroleptics with amperometric enzyme sensors modified with tetrasulfonated calix[4]resorcinolarene- . // XVII International Symposium on Bioelectrochemistry and Bioenergetics. June 19-24, 2003 , Florence , Italy .
  20. Kazakova E.Kh., Makarova N.A., Ziganshina A.Yu., Morozova Yu.E., Evtugyn G.A., Habicher W.D., Konovalov A.I. - Inclusion and solvate complexes of resorcin[4]arenes. Reorientation of neutral organic guests in the cavity. // VII International Conference of calixarenes. August 13-16, 2003 . Vancouver , BC Canada .
  21. Budnikova Y.H., Yakhvarov D.G., Sinyashin O.G. Electrochemical functioning of white phosphorus as novel way to efficient organophosphorus compounds preparation . // 203 rd ECS Meeting, April 27- May 2, 2003 . Paris , France .
  22. Batyeva E. S., Nizamov I. S., Popovich A. E., Nizamov I. D., Sergeenko G. G. Synthesis of organothiophosphorus compounds on the basis of tetraphosphorus decasulfide and 1,3,2,4-dithiadiphosphetane-2,4-disulfides and their silylated derivatives. // 20th Intern. Symp. on the Organic Chemistry of Sulfur: Book of Abstracts. - Flagstaff , Arizona , USA , 2002.
  23. Zverev V.V., Yanilkin V.V., Gubskaya V.P., Nuretdinov I.A. DFT/PBE study of IE, EA, cation and anion structures. // 201 st Meeting of The Electrochemical Society, May 12-17, 2002 , Philadelphia , PA , USA .

IOPC patents being currently in force :

Drugs and veterinary medications

Agricultural preparation

Corrosion inhibitors

Technologies of the generation of organophosphorus compounds from elemental phosphorus

Technologies in the oil field and petrochemical synthesis

Technology of the plant raw processing

Biotechnology