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Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Pd(0)-Catalyzed Dual C-H Alkylation of Ferrocenes via Selective Functionalization of C,C-Palladacycles
Qiongqiong Zhu1, Dongdong Tu1, Xiang Zuo1
1School of Chemical Science and Engineering, Tongji University, Shanghai200092, China.
Abstract:
A Pd(0)-catalyzed dual C-H alkylation reaction of ferrocenes has been developed. This transformation proceeds via two sequential alkylations of C,C-palladacycles generated via C-H activation. The selective functionalization of C(aryl),C(ferrocenyl)-palladacycles plays a critical role in the success of this reaction. Alkylation occurs selectively at the ferrocenyl group, ultimately affording dialkylated ferrocenes as the final products. Thus, this reaction offers a novel route to dialkylated ferrocene derivatives. Conversely, in the arylation reaction, the selectivity is reversed, with arylation occurring exclusively at the aryl group.
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