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TITLES, EDUCATION:
1994 Russian Federation State Prize Winner in
Science
1989 Chairman of IUPAC International Conference on Nitroxide Radicals, Novosibirsk, USSR
1976 Full Professor of the chair Organic Chemistry, Novosibirsk State University
1972 Doctor of Chemical Science (Doctor Nauk), Institute of Organic Chemistry, Academy of
Sciences, Novosibirsk
1963 Ph.D.in Chemistry, Institute of Organic Chemistry, Novosibirsk
EXPERIENCE, EMPLOYMENT:
1980-1998 Head of Laboratory of Nitrogenous Compounds, Institute of Organic
Chemistry, Academy of Sciences, Novosibirsk
1970-1995 Lectures and seminars in general course "Organic Chemistry",
Novosibirsk State University
1991 Aug. XIII International Congress of Heterocyclic Chemistry, OR, USA, Plenary lecture
"Imidazoline Nitroxides. Synthesis and Applications"
1989 Sep. IUPAC International Conference on Nitroxide Radicals, Novosibirsk, USSR. Plenary
lecture "Advances in the Chemistry of Stable Nitroxides"
1970-1976 Associate Professor of the chair Organic Chemistry, Novosibirsk State University
1962-1980 Senior Scientific Fellow of Laboratory of Organic Reaction Mechanisms, Institute
of Organic Chemistry, Academy of Sciences, Novosibirsk
AREAS OF COMPETENCE:
Organic Chemistry.
Synthesis of Fine Bifunctional Derivatives of Hydroxylamine and Heterocyclic Compounds
Based on Them.
Chemistry of Stable Nitroxide Radicals as Spin Labels and Probes.
Chemistry of Nitrones and Heterocyclic N-Oxides as Spin Traps and Substances Releasing
Nitrogen Oxide.
Synthesis of Biologically Active Compounds and Ligands.
Chemistry of Polymer Additives: Inhibitors, Initiators, Antioxidants.
SCIENTIFIC
SCHOOL, PUBLICATIONS:
18
Ph.D.Theses and 4 Doctor of Sciences Theses in the frame of this laboratory were carried
out. The list of publications includes more than 340 papers, 10 reviews, more than 70
licenses and patents, 3 monographs in USA and 1 in Russia:
Mmonographs:
Doctor of Science Theses:
PRINCIPAL RESEARCH INTERESTS:
Organic hydroxylamine derivatives attract an
attention of the researchers as metabolites of oxidation processes and initial compounds
for the synthesis of nitrones, nitroxide radicals and heterocyclic N-oxides. Additional
oxo-,hydroxyimino-, hydroxy- or other group in adjacent position provides the possibility
of producing various heterocycles. 1,2-Hydroxylaminoketones and hydroxylaminooximes
possess a number of properties related to presence of two reactive groups and were used to
produce 4-, 5-, 6- and 8-membered heterocycles. Their capability to react with aldehydes
and ketones affords cyclic hydroxylamines, oxidation of which easily gives stable
nitroxide radicals (SNR). The SNR have found wide applications as spin labels, probes and
traps in molecular biology and medicine, as ligands for materials with ferromagnetic
properties, as inhibitors in polymer processing, as initiators for "living"
radical polymerization etc. The main investigation directions of laboratory therefore:
CURRENT RESEARCH ACTIVITY (1993-1998):
To provide the expansion of a set of basic acyclic
compounds derivatives a procedures for the synthesis of bishydroxylamines,
hydroxylaminoamines and hydroxylaminoalcohols have been developed. On the basis of
bishydroxylamines it was realized the synthesis of 1,2,3-triazole-2-oxides and
2-hydroxytriazoles representing unavailable derivatives with nitrogen-oxygen bond in
position 2. With the same goal of the expansion the synthesis of new
1,2-hydroxylaminooximes containing pyridine or thiophene cycle conjugated with oxime group
has been carried out. Basing on these compounds open and cyclic nitrones and nitroxide
radicals were synthesized. Recently ammonium acetate catalytic effect on
1,2-hydroxylaminooximes, 1,2-hydroxylaminoketones and 1,2-hydroxylaminoalcohols
condensation with ketones was observed which provided a large variety of new hindered
derivatives of 1-hydroxy-3-imidazoline and 1-hydroxyoxazolidine. It was also shown that a
stability of nitroxide radical can be provided not only by alkyl groups at alpha carbon
atoms, but also by aryl-, and alkoxy-groups and even by hydrogen atom if hindered rotation
maintains C-H bond in the nodal plane thus inhibiting the disproportionation.
In the last decade the use of alpha-diketone monooximes (isonitrosoketones or tautomeric O-nitrosophenols) turned to be promising for the synthesis of heterocyclic compounds. Thus, pyrrolidine N-oxide derivatives readily resulted in from an interaction of isonitrosoketones with enamines or with ketones and amines. These derivatives were demonstrated to be of interest as synthetic equivalents od 1,4-dicarbonyl compounds and therefore convenient synthons in the synthesis of pyrroles, indoles, pyridazines, cynnolines etc.
Some recent journal publication:
Last updated: February 17, 2000