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Updated: May 22, 2026

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Formation of CC-type palladacycles with assistance from an apparently innocent NH(CO) functional group
Jhen-Yi Lee1, Yao-Huei Huang, Shu-Ya Liu
1Department of Chemistry, National Changhua University of Education, Changhua 50058, Taiwan, ROC.
Abstract:
A novel cyclometalation pathway to form CC-type palladacycles is reported. Unlike common donor-assisted cyclometalation, the NH(CO) auxiliary group undergoes a deprotonation step to form a palladalactam intermediate. The coordinating nitrogen atom functions as an intramolecular base promoting selective C-H bond cleavage. Without the NH proton, the ortho-N-phenyl C-H is activated instead.
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