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Organofluorine chemistry: promising growth areas and challenges Full article

Journal Russian Chemical Reviews
ISSN: 0036-021X , E-ISSN: 1468-4837
Output data Year: 2019, Volume: 88, Number: 5, Pages: 425-569 Pages count : 145 DOI: 10.1070/RCR4871
Authors Politanskaya Larisa, V 1 , Selivanova Galina A. 1 , Panteleeva Elena, V 1,2 , Tretyakov Evgeny, V 1,2 , Platonov Vyacheslav E. 1 , Nikul'shin Pavel, V 1 , Vinogradov Andrey S. 1 , Zonov Yaroslav, V 1 , Karpov Victor M. 1 , Mezhenkova Tatyana, V 1 , Vasilyev Aleksander V. 3,4 , Koldobskii Andrei B. 5 , Shilova Olga S. 5 , Morozova Sofia M. 5 , Burgart Yanina, V 6,7 , Shchegolkov Evgeny, V 6,7 , Saloutin Victor, I 6,7 , Sokolov Vladimir B. 8 , Aksinenko Aleksey Yu 8 , Nenajdenko Valentine G. 9 , Moskalik Mikhail Yu 10 , Astakhova Vera V. 10 , Shainyan Bagrat A. 10 , Tabolin Andrey A. 11 , Ioffe Sema L. 11 , Muzalevskiy Vasiliy M. 9 , Balenkova Elizaveta S. 9 , Shastin Alexey, V 12 , Tyutyunov Andrey A. 5 , Boiko Vladimir E. 5 , Igumnov Sergei M. 5 , Dilman Alexander D. 11 , Adonin Nicolay Yu 13 , Bardin Vadim V. 1 , Masoud Salekh M. 5 , Vorobyeva Darla V. 5 , Osipov Sergey N. 5 , Nosova Emiliya, V 6,7 , Lipunova Galina N. 6,7 , Charushin Valery N. 6,7 , Prima Darya O. 1,14 , Makarov Arkady G. 1 , Zibarev Andrey, V 1,14 , Trofimov Boris A. 10 , Sobenina Lyubov N. 10 , Belyaeva Kseniya, V 10 , Sosnovskikh Vyacheslav Ya 7 , Obydennov Dmitrii L. 7 , Usachev Sergey A. 7
Affiliations
1 (Данные Web of science) Russian Acad Sci, Siberian Branch, NN Vorozhtsov Novosibirsk Inst Organ Chem, Prosp Akademika Lavrentieva 9, Novosibirsk 630090, Russia
2 (Данные Web of science) Novosibirsk State Univ, Ul Pirogova 2, Novosibirsk 630090, Russia
3 (Данные Web of science) St Petersburg State Forest Tech Univ, Inst Per 5, St Petersburg 194021, Russia
4 (Данные Web of science) St Petersburg State Univ, Univ Skaya Nab 7-9, St Petersburg 199034, Russia
5 (Данные Web of science) Russian Acad Sci, AN Nesmeyanov Inst Organoelement Cpds, Ul Vavilova 28, Moscow 119991, Russia
6 (Данные Web of science) Russian Acad Sci, Ural Branch, Postovsky Inst Organ Synth, Ul S Kovalevskoi 22,Ul Akad Skaya 20, Ekaterinburg 620990, Russia
7 (Данные Web of science) Ural Fed Univ, Ul Mira 19, Ekaterinburg 620002, Russia
8 (Данные Web of science) Russian Acad Sci, Inst Physiologically Act Cpds, Severnyi Pr 1, Chernogolovka 142432, Moscow Region, Russia
9 (Данные Web of science) Lomonosov Moscow State Univ, Dept Chem, Leninskie Gory 1,Stroenie 3, Moscow 119992, Russia
10 (Данные Web of science) Russian Acad Sci, Siberian Branch, AE Favorsky Irkutsk Inst Chem, Ul Favorskogo 1, Irkutsk 664033, Russia
11 (Данные Web of science) Russian Acad Sci, ND Zelinsky Inst Organ Chem, Leninsky Prosp 47, Moscow 119991, Russia
12 (Данные Web of science) Russian Acad Sci, Inst Problems Chem Phys, Prosp Akademika Semenova 1, Chernogolovka 142432, Moscow Region, Russia
13 (Данные Web of science) Russian Acad Sci, Siberian Branch, Boreskov Inst Catalysis, Prosp Akademika Lavrentieva 5, Novosibirsk 630090, Russia
14 (Данные Web of science) Tomsk State Univ, Natl Res Univ, Dept Chem, Prosp Lenina 36, Tomsk 634050, Russia

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, alpha-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.
Cite: Politanskaya L.V. , Selivanova G.A. , Panteleeva E.V. , Tretyakov E.V. , Platonov V.E. , Nikul'shin P.V. , Vinogradov A.S. , Zonov Y.V. , Karpov V.M. , Mezhenkova T.V. , Vasilyev A.V. , Koldobskii A.B. , Shilova O.S. , Morozova S.M. , Burgart Y.V. , Shchegolkov E.V. , Saloutin V.I. , Sokolov V.B. , Aksinenko A.Y. , Nenajdenko V.G. , Moskalik M.Y. , Astakhova V.V. , Shainyan B.A. , Tabolin A.A. , Ioffe S.L. , Muzalevskiy V.M. , Balenkova E.S. , Shastin A.V. , Tyutyunov A.A. , Boiko V.E. , Igumnov S.M. , Dilman A.D. , Adonin N.Y. , Bardin V.V. , Masoud S.M. , Vorobyeva D.V. , Osipov S.N. , Nosova E.V. , Lipunova G.N. , Charushin V.N. , Prima D.O. , Makarov A.G. , Zibarev A.V. , Trofimov B.A. , Sobenina L.N. , Belyaeva K.V. , Sosnovskikh V.Y. , Obydennov D.L. , Usachev S.A.
Organofluorine chemistry: promising growth areas and challenges
Russian Chemical Reviews. 2019. V.88. N5. P.425-569. DOI: 10.1070/RCR4871 WOS Scopus РИНЦ OpenAlex
Original: Политанская Л.В. , Селиванова Г.А. , Пантелеева Е.В. , Третьяков Е.В. , Платонов В.Е. , Никульшин П.В. , Виноградов А.С. , Зонов Я.В. , Карпов В.М. , Меженкова Т.В. , Васильев А.В. , Колдобский А.Б. , Шилова О.С. , Морозова С.М. , Бургарт Я.В. , Щегольков Е.В. , Салоутин В.И. , Соколов В.Б. , Аксиненко А.Ю. , Ненайденко В.Г. , Москалик М.Ю. , Астахова В.В. , Шаинян Б.А. , Таболин А.А. , Иоффе С.Л. , Музалевский В.М. , Баленкова Е.С. , Шастин А.В. , Тютюнов А.А. , Бойко В.Э. , Игумнов С.М. , Дилман А.Д. , Адонин Н.Ю. , Бардин В.В. , Масоуд С.М. , Воробьева Д.В. , Осипов С.Н. , Носова Э.В. , Липунова Г.Н. , Чарушин В.Н. , Прима Д.О. , Макаров А.Г. , Зибарев А.В. , Трофимов Б.А. , Собенина Л.Н. , Беляева К.В. , Сосновских В.Я. , Обыденнов Д.Л. , Усачев С.А.
Перспективные точки роста и вызовы фторорганической химии
Успехи химии/Uspekhi Khimii. 2019. Т.88. №5. С.425-569. DOI: 10.1070/RCR4871?locatt=label:RUSSIAN РИНЦ
Dates:
Published online: Apr 30, 2019
Published print: May 1, 2019
Identifiers:
Web of science: WOS:000466355000002
Scopus: 2-s2.0-85066251313
Elibrary: 41801075
OpenAlex: W2799524300
Citing:
DB Citing
Web of science 152
Scopus 140
Elibrary 156
OpenAlex 168
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