Pincer cobalt complex-catalyzed Z-selective hydrosilylation of terminal alkynes. Issue 8 (10th May 2017)

• Record Type: Journal Article
• Authors: Du, Xiaoyong; Hou, Wenjun; Zhang, Yanlu; Huang, Zheng
• Is Part Of: Organic chemistry frontiers. Volume 4:Issue 8(2017)
• Page Start: 1517
• Page End: 1521
• Publication Date: 2017-05-10
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c7qo00250e
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : Co-Catalyzed Z -selective hydrosilylation of terminal alkynes produces ( Z )-β-vinylsilanes, which are further converted to ( Z )-disubstituted alkenes by Pd-catalyzed cross couplings. Abstract : A phosphine-iminopyridine (P C NN) cobalt-catalyzed Z -selective hydrosilylation of terminal alkynes with Ph2 SiH2 has been developed for the synthesis of ( Z )-β-vinylsilanes with high regio- and stereoselectivity and wide functional group tolerance. Furthermore, the Co-catalyzed hydrosilylations of unsymmetrical arylalkyl disubstituted internal alkynes afford syn -addition products with unique regioselectivity: the silyl group is added to the alkyl-substituted carbon, instead of the aryl-substituted carbon. The ( Z )-β-vinylsilane products are further applied to Pd-catalyzed Hiyama–Denmark cross-couplings for stereoselective synthesis of ( Z )-disubstituted alkenes.