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明确的 [Rh(NHC)(OH)] 配合物可促进芳基硼酸与α,β-不饱和酮的共轭加成。

Well-defined [Rh(NHC)(OH)] complexes enabling the conjugate addition of arylboronic acids to α,β-unsaturated ketones.

机构信息

EaStCHEM School of Chemistry, University of St Andrews, St Andrews, KY16 9ST, UK.

出版信息

Org Biomol Chem. 2011 Oct 21;9(20):7038-41. doi: 10.1039/c1ob06112g. Epub 2011 Aug 22.

DOI:10.1039/c1ob06112g
PMID:21858324
Abstract

The synthesis and catalytic activity of three well-defined monomeric rhodium(I) hydroxide complexes bearing N-heterocyclic carbene (NHC) ligands are reported. [Rh(cod)(ICy)(OH)] promoted the 1,4-addition of arylboronic acids to cyclic enones, with TONs and TOFs of 100,000 and 6,600 h(-1), respectively, at 0.001 mol% catalyst loadings. Mechanistic studies permitted the isolation of a phenylrhodium intermediate.

摘要

报告了三种结构明确的单核铑(I)氢氧化物配合物的合成及其作为 N-杂环卡宾(NHC)配体的催化活性。[Rh(cod)(ICy)(OH)]促进了芳基硼酸对环状烯酮的 1,4-加成反应,在 0.001 mol%催化剂负载量下,TON 和 TOF 分别达到 100,000 和 6,600 h(-1)。机理研究允许分离出一个苯基铑中间体。

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