SULFUR ORGANIC COMPOUNDS CHEMISTRY DEPARTMENT
The Department was founded in 1973. Professor K.S.Levchenko has been the Head of the Department since its creation till 1986. Professor Yu.G.Shermolovich became the Head of the Department in 1986 and supervises it till now. The staff of the Department consists of 3 Doctors of Science, 4 PhDs, 4 engineers and 3 Post-Graduates.
The priority research directions are imino-derivatives of sulfur as reagents for organic synthesis and biologically active substances, fluorine-containing compounds with multiple C=S bond, organylfluorosulfuranes – the compounds of tetra-coordinated three-valence sulfur containing sulfur-fluorine bonds. There has been created and developed a new direction in the chemistry of organic sulfur compounds, that is: synthesis and study of the properties of two-, four- and six-valence sulfur imino-derivatives. The study of these compounds gave an opportunity to introduce to organic synthesis practice new methods of alcohols, amines, ketones oxidation, also chiral alcohols, amines, free radicals, 5- and 6-member heterocyclic compounds obtaining. The last named substances have shown a high fungicide, growth regulating and antidote activity.
One of the new scientific directions is a study of fluorine-containing compounds with multiple C=S bond (derivatives of polyfluoroalkancarbonic acids, thioaldehydes, sulfinimides, ?-thiooxo-?-ketosulfones, 1,2-dithiol-3-thiones), the usage of these compounds as new “synthesis-blocks” allowed to develop methods for obtaining a series of sulfur-containing heterocycles with polyfluoroalkyl substituents. Among the synthesized compounds there have been found the substances with high biological activity, in particular dihydrothiapyrane fluoroalkyl-substituted derivative, it was patented as a potential cardio-tonic. Fundamental investigations have been conducted in the field of organylfluorosulfuranes chemistry what allowed to elaborate preparative synthesis methods for these compounds and to create new effective methods for fluorine atom introduction to organic molecules, especially bio-active compounds and to develop convenient methods of new or unavailable sulfur compounds, such as four-valence sulfur imidoacids fluoroanhydrides, ammonium, sulfonium and selenonium salts.
1. E.S.Levchenko, L.N.Markovskii, Yu.G.Shermolovich Synthesis and Properties of Sulfur Organic Compounds. M. Khimia. 1998, 398-449.
2. V.M.Timoshenko, Ya.V.Nikolin, A.N.Chernega, Yu.G.Shermolovich. Treatmentofpolyfluoro-1,1-dihydroalkylsulfoneswithsodiumcyanateandtriethylamine: Anew method for the synthesis of 6-polyfluoroalkyluracils. Eur.J.Org.Chem., 2002, p.1619- 1627.
3. C.Portella, M.Muzard, Yu.G.Shermolovichetal. Perfluoroketene Dithio-acetales and Perfluorodithiocarboxylic Acid Derivatives: VersatileToolsforOrganofluorine Synthesis. HeteroatomChemistry. 2007. Vol.18, N5, p.500-508.
4. GrellepoisF., TimoshenkoV. M., ShermolovichYu. G., PortellaC. NewThree-Step Dominoreaction, “Thiophilic Addition of Fluoride-[3,3]SigmatropicRearrangement”: Synthesis of Allylicand Bis(allylic)-Trifluoromethyl Dithioesters. // Org. Lett., 2006, 8, 4323–4326.
5. MarkovskyL.N., PashinnikV.E. Fluorination of Organic Compounds with Fluorosulfuranes in book: New Fluorination Agentsin Organic Synthesis /EdsL.S.German, S.V.Zemskov. Berlin: SpringerVerlag, 1989, 254-271 p.
6. MarkovskyL., PashinnikV. Fluorosulfuranes. Reviews on Heteroatom Chemistry, 1989, Vol.2, p. 112-151.
7. V.E.Pashinnik Advance sinthechemistry organylfluorosulfuranesatthe Instituteof Organic Chemistry, Kiev, Ukraine. Journal of FluorineChemistry, 2002, v.117, p. 85-98.
