Please use this identifier to cite or link to this item: http://hdl.handle.net/10995/75675
Title: Nucleophilic C-H functionalization of arenes: A new logic of organic synthesis Expanding the scope of nucleophilic substitution of hydrogen in aromatics
Authors: Chupakhin, O. N.
Charushin, V. N.
Issue Date: 2017
Publisher: Walter de Gruyter GmbH
Citation: Chupakhin O. N. Nucleophilic C-H functionalization of arenes: A new logic of organic synthesis Expanding the scope of nucleophilic substitution of hydrogen in aromatics / O. N. Chupakhin, V. N. Charushin // Pure and Applied Chemistry. — 2017. — Vol. 89. — Iss. 8. — P. 1195-1208.
Abstract: Direct metal-free C-H functionalization of arenes with nucleophiles is a new chapter in the chemistry of aromatics. Comprehensive studies on nucleophilic substitution of hydrogen in arenes (the SN H reactions), including mechanisms, intermediates, mathematic and electrochemical modeling, kinetics, electron-transfer, etc. have shown that this is not the hydride ion, but C-H proton is departed, and this process is facilitated by the presence of an appropriate oxidant or an auxiliary group. The SN H reactions, as a part of the general C-H functionalization concept, change the logic of organic synthesis. They open new opportunities, avoiding incorporation of good leaving groups or other auxiliaries in an aromatic ring, as a prefunctionalization step, thus providing a better correspondence to the principles of green chemistry. © 2017 IUPAC & De Gruyter.
Keywords: ARENES AND HETARENES
C-H FUNCTIONALIZATION
DYE-SENSITIZERS FOR SOLAR CELLS
ELIMINATIVE AND OXIDATIVE MECHANISMS
INTERMEDIATE ADDUCTS
MEDICINAL CHEMISTRY
MENDELEEV XX
NUCLEOPHILIC DISPLACEMENT OF HYDROGEN
AROMATIZATION
COMPUTER CIRCUITS
REACTION INTERMEDIATES
SOLAR POWER GENERATION
ARENES AND HETARENES
C-H FUNCTIONALIZATION
DYE SENSITIZERS
INTERMEDIATE ADDUCTS
MEDICINAL CHEMISTRY
MENDELEEV XX
NUCLEOPHILIC DISPLACEMENT
OXIDATIVE MECHANISM
AROMATIC COMPOUNDS
URI: http://hdl.handle.net/10995/75675
Access: info:eu-repo/semantics/openAccess
SCOPUS ID: 85024927597
WOS ID: 000410090000015
PURE ID: 1973456
ISSN: 0033-4545
DOI: 10.1515/pac-2017-0108
Appears in Collections:Научные публикации, проиндексированные в SCOPUS и WoS CC

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