Nakatani Syun, Ito Yuri, Sakurai Shun, Kodama Takuya, Tobisu Mamoru
Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
J Org Chem. 2020 Jun 5;85(11):7588-7594. doi: 10.1021/acs.joc.0c00772. Epub 2020 May 12.
Nickel-catalyzed decarbonylation of acylsilanes is developed. In sharp contrast to cross-coupling reactions of acylsilanes, in which the silyl group serves as a leaving group, the silyl group is retained in the product in this decarbonylation reaction. Although the strong binding of the dissociated CO to the nickel center frequently hinders catalyst turnover in nickel-mediated decarbonylative reactions, this reaction can be catalyzed by nickel complexes bearing a CO ligand.
已开发出镍催化的酰基硅烷脱羰反应。与酰基硅烷的交叉偶联反应形成鲜明对比的是,在交叉偶联反应中硅烷基作为离去基团,而在该脱羰反应中硅烷基保留在产物中。尽管解离出的一氧化碳与镍中心的强结合常常阻碍镍介导的脱羰反应中的催化剂周转,但该反应可由带有一氧化碳配体的镍配合物催化。