Computational insights into the [Ni]H-catalyzed remote C(sp3)–H hydroamidation of alkenes: mechanism and insertion selectivity. Issue 20 (3rd October 2022)

• Record Type: Journal Article
• Authors: Wang, Juping; Zheng, Zhenjie; Lin, Zijie; Xiao, Rongxing; Miao, Tifang
• Is Part Of: Catalysis science & technology. Volume 12:Issue 20(2022)
• Page Start: 6055
• Page End: 6061
• Publication Date: 2022-10-03
• Subjects: Catalysis -- Periodicals; 541.395
• DOI: 10.1039/d2cy01177h
• Languages: English
• ISSNs: 2044-4753

Abstract

Abstract : A complete mechanism of the [Ni]H-catalyzed remote C(sp 3 )–H hydroamidation of alkenes was established and the origin of insertion selectivity was revealed. Abstract : The mechanism and insertion selectivity of the [Ni]H-catalyzed C(sp 3 )–H hydroamidation of 5-benzylthio-pentene have been investigated using density function theory calculations. A complete catalytic mechanism involving chain-walking, CO2 extrusion, nitrene insertion, amido protonation and catalyst regeneration has been established. The origin of the nitrene group favorably inserting into the Ni–C bond over the C–H bond has been revealed for the first time.