铑催化的芳基锌化合物羰基化反应，在氧化剂的协助下生成对称二芳基酮。

Rh-catalyzed carbonylation of arylzinc compounds yielding symmetrical diaryl ketones by the assistance of oxidizing agents.

机构信息

Department of Chemistry, Faculty of Science, Okayama University, Tsushima, Okayama 700-8530, Japan.

出版信息

J Org Chem. 2011 Mar 18;76(6):1949-52. doi: 10.1021/jo1025173. Epub 2011 Feb 10.

Abstract

Carbonylative homocoupling of arylzinc compounds 1 using 1 atm of CO and 1,2-dibromoethane as an oxidant was achieved in the presence of Rh-dppf catalyst, affording symmetrical diaryl ketones in good yields. Under similar conditions, Pd or Ni catalysts induced oxidative homocoupling of 1 to yield biaryls instead. The beneficial catalysis by Rh in the carbonylation was presumed to stem from the facility by which the migration of the aryl ligand to CO at the Rh(3+) intermediate occurred.

摘要

在 Rh-dppf 催化剂的存在下，通过 1 大气压的 CO 和 1,2-二溴乙烷作为氧化剂，实现了芳基锌化合物 1 的羰基化同偶联反应，以良好的收率得到了对称的二芳基酮。在类似的条件下，Pd 或 Ni 催化剂诱导 1 的氧化同偶联生成联芳烃。假定 Rh 在羰基化中的有益催化作用源于芳基配体在 Rh(3+)中间体处向 CO 迁移的容易程度。