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Pure Appl. Chem., 2012, Vol. 84, No. 8, pp. 1705-1712

Published online 2012-04-29

N-Heterocyclic carbene copper-catalyzed carboxylation of C-B and C-H bonds with carbon dioxide

Liang Zhang and Zhaomin Hou*

Organometallic Chemistry Laboratory and Advanced Catalyst Research Team, RIKEN Advanced Science Institute, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan

Abstract: N-Heterocyclic carbene (NHC) copper complexes serve as an excellent catalytic system for carboxylation of alkyl-, aryl-, and alkenylboron compounds and some aromatic heterocyclic C-H bonds with carbon dioxide (CO2), to afford various functional-group-containing carboxylic acids or their ester derivatives. Some key reaction intermediates have been isolated and structurally characterized, thus providing important insight into the mechanistic details of these catalytic reactions.