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Updated: Jan 18, 2026

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
P,N Hemilabile Ligand-Enabled Palladium-Catalyzed Dearomative Allylation of α-(Trialkylsilyl) Benzyl Chlorides
Sheng Zhang1, Ya Gao1, Yilin Zhao1
1State Key Laboratory of Fine Chemicals, Frontier Science Center for Smart Materials, School of Chemical Engineering, Dalian University of Technology, Dalian 116024, China.
Abstract:
The first dearomative allylation of a-(trialkylsilyl) benzyl chlorides with allyltributylstannane via R3Si-Pd-π-benzyl intermediates is described. The reactions proceeded smoothly in the presence of a specific P,N hemilabile ligand to generate vinylsilanes bearing an allyl group in satisfactory to good yields. Systematic evaluation of phosphine ligands identified ESPmin and % Vbur (min) as key parameters correlating ligand structure with catalytic activity. Computational investigations supported experimental findings, offering mechanistic insights into the dearomative allylation.
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