Dirhodium(II)/DPPM Catalyzed 1,2-Hydrosilylation of Conjugated Dienes with Tertiary Silanes

被引:7
作者
Yang, Liqun [1 ]
Wu, Xiaoyu [1 ]
Lu, Wenkui [1 ]
Lu, Yan [1 ]
Zhang, Zhaoguo [1 ]
机构
[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Mol Engn Chiral Drugs, Shanghai 200240, Peoples R China
基金
中国国家自然科学基金;
关键词
SIGMA-BOND METATHESIS; HYDROSILYLATION; COMPLEXES; ALKENES; STEREOCHEMISTRY; ALLYLSILANES; SELECTIVITY; 1,3-DIENES; ISOPRENE;
D O I
10.1021/acs.orglett.4c00450
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and efficient Rh-2(OAc)(4)/DPPM (bis(diphenylphosphanyl)methane) catalyzed regioselective 1,2-anti-Markovnikov hydrosilylation of conjugated dienes with various tertiary silanes gave homoallylic silanes in acetonitrile, which tolerate broad functional groups. Control experiments proved that no pi-allyl transition metal intermediates were involved in this 1,2-anti-Markovnikov hydrosilylation. Dirhodium hydride species was observed in hydrosilylation, suggesting that a direct insertion of the terminal double bond into a Rh-H bond is involved in this reaction.
引用
收藏
页码:2287 / 2291
页数:5
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