Jump to main content
Jump to site search

Issue 10, 2019
Previous Article Next Article

A self-hydrosilylation of phosphanylhydrosilylalkynes promoted by B(C6F5)3? An experimental and mechanistic study

Author affiliations

Abstract

Phosphanylhydrosilylalkynes Me2HSiC[triple bond, length as m-dash]CPAr2 (Ar = Ph, 1a; 4-MeC6H4, 1b) were synthesized, which reacted with B(C6F5)3 to produce alkenes [(E)-(C6F5)3BCH[double bond, length as m-dash]C(PAr2)SiMe2]2 (2a and 2b) and (Z)-(C6F5)2BCH[double bond, length as m-dash]C(PAr2)SiMe2(C6F5) (3a and 3b). The formation of 2a (or 2b) involved a Wrackmeyer's SiHMe2 migration followed by Si–H addition across the C[triple bond, length as m-dash]C bond, whereas, that of 3a (or 3b) involved a similar mechanism with a further C6F5 migration. The B(C6F5)3-promoted reaction of the Si-centered geminal H and C[triple bond, length as m-dash]C groups is thus realized, which may be considered as a self-hydrosilylation. Mechanistic studies by both variable temperature NMR spectroscopy and DFT calculations were accomplished.

Graphical abstract: A self-hydrosilylation of phosphanylhydrosilylalkynes promoted by B(C6F5)3? An experimental and mechanistic study

Back to tab navigation

Supplementary files

Publication details

The article was received on 13 Nov 2018, accepted on 07 Jan 2019 and first published on 07 Jan 2019


Article type: Communication
DOI: 10.1039/C8CC09022J
Chem. Commun., 2019,55, 1494-1497

  •   Request permissions

    A self-hydrosilylation of phosphanylhydrosilylalkynes promoted by B(C6F5)3? An experimental and mechanistic study

    Y. Huang, X. Wang, Y. Li, M. Yang, M. Su and H. Zhu, Chem. Commun., 2019, 55, 1494
    DOI: 10.1039/C8CC09022J

Search articles by author

Spotlight

Advertisements