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Regioselective Carbon–Carbon Bond Formation Reactions between TCNE or TCNQ and a Quinonoid Ring
Author(s) -
Braunstein Pierre,
Siri Olivier,
Taquet Jeanphilippe,
Yang QingZheng
Publication year - 2006
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200502574
Subject(s) - regioselectivity , ring (chemistry) , chemistry , carbon fibers , organic chemistry , materials science , catalysis , composite number , composite material
C‐substituted zwitterionic 6π+6π benzoquinonemonoimines are obtained by a CC bond formation reaction. A selective, formal insertion of tetracyanoethylene (TCNE) or 7,7′,8,8′‐tetracyanoquinodimethane (TCNQ) into a CH bond of a quinonoid ring provides a new, general synthetic method in quinonoid chemistry.