Organofluorine chemistry: promising growth areas and challenges

Author:

Politanskaya Larisa V.,Selivanova Galina A.,Panteleeva Elena V.,Tretyakov Evgeny V.,Platonov Vyacheslav E.,Nikul’shin Pavel V.,Vinogradov Andrey S.,Zonov Yaroslav V.,Karpov Victor M.,Mezhenkova Tatyana V.,Vasilyev Aleksander V.,Koldobskii Andrei B.,Shilova Olga S.,Morozova Sofia M.,Burgart Yanina V.,Shchegolkov Evgeny V.,Saloutin Victor I.,Sokolov Vladimir B.,Aksinenko Aleksey Yu.,Nenajdenko Valentine G.,Moskalik Mikhail Yu.,Astakhova Vera V.,Shainyan Bagrat A.,Tabolin Andrey A.,Ioffe Sema L.,Muzalevskiy Vasiliy M.,Balenkova Elizaveta S.,Shastin Alexey V.,Tyutyunov Andrey A.,Boiko Vladimir E.,Igumnov Sergei M.,Dilman Alexander D.,Adonin Nicolay Yu.,Bardin Vadim V.,Masoud Salekh M.,Vorobyeva Daria V.,Osipov Sergey N.,Nosova Emiliya V.,Lipunova Galina N.,Charushin Valery N.,Prima Darya O.,Makarov Arkady G.,Zibarev Andrey V.,Trofimov Boris A.,Sobenina Lyubov N.,Belyaeva Kseniya V.,Sosnovskikh Vyacheslav Ya.,Obydennov Dmitrii L.,Usachev Sergey A.

Abstract

Currently, the chemistry of organofluorine compounds is a leading and rapidly developing area of organic chemistry. Fluorine present in a molecule largely determines its specific chemical and biological properties. This thematic issue covers the trends of organofluorine chemistry that have been actively developed in Russia the last 15 – 20 years. The review describes nucleophilic substitution and heterocyclization reactions involving fluorinated arenes and quinones and skeletal cationoid rearrangements in the polyfluoroarene series. The transformations involving CF3-substituted carbocations and radical cations are considered. Heterocyclization and oxidative addition reactions of trifluoroacetamide derivatives and transformations of the organic moiety in polyfluorinated organoboranes and borates with retention of the carbon – boron bond are discussed. Particular attention is devoted to catalytic olefination using freons as an efficient synthetic route to fluorinated compounds. The application of unsymmetrical fluorine-containing N-heterocyclic carbene ligands as catalysts for olefin metathesis is demonstrated. A variety of classes of organofluorine compounds are considered, in particular, polyfluorinated arenes and 1,2-diaminobenzenes, 1-halo-2-trifluoroacetylacetylenes, α-fluoronitro compounds, fluorinated heterocycles, 2-hydrazinylidene-1,3-dicarbonyl derivatives, imines and silanes. The potential practical applications of organofluorine compounds in fundamental organic chemistry, materials science and biomedicine are outlined. The bibliography includes 1019 references.

Publisher

IOP Publishing

Subject

General Chemistry

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