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Gold(III)‐ versus Gold(I)‐Induced Cyclization: Synthesis of Six‐Membered Mesoionic Carbene and Acyclic (Aryl)(Heteroaryl) Carbene Complexes
Author(s) -
Ung Gaël,
Soleilhavoup Michele,
Bertrand Guy
Publication year - 2013
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.201207961
Subject(s) - mesoionic , carbene , chemistry , ligand (biochemistry) , aryl , medicinal chemistry , selectivity , stereochemistry , organic chemistry , catalysis , receptor , biochemistry , alkyl
The golden state : Selective 5‐ exo ‐ and 6‐ endo ‐cyclizations of an alkynyl benzothioamide have been achieved. The selectivity is controlled by the oxidation state of the gold precursor (+I or +III), yielding two new types of carbene ligand: an (aryl)(heteroaryl)carbene and a six‐membered mesoionic carbene (see scheme). Mes=2,4,6‐trimethylphenyl.