The Non-Ancillary Nature of Trimethylsilylamide Substituents in Boranes and Borinium Cations

硼烷和硼正离子中三甲基硅酰胺取代基的非辅助性质

阅读:1

Abstract

The known boranes (R(Me(3) Si)N)(2) BF (R=Me(3) Si 1, tBu 2, C(6) F(5) 3, o-tol 4, Mes 5, Dipp 6) and borinium salts (R(Me(3) Si)N)(2) B][B(C(6) F(5) )(4) ] (R=Me(3) Si 7, tBu 8) are prepared and fully characterized. Compound 7 is shown to react with phosphines to generate [R(3) PSiMe(3) ](+) and [R(3) PH](+) (R=Me, tBu). Efforts to generate related borinium cations via fluoride abstraction from (R(Me(3) Si)N)(2) BF (R=C(6) F(5) 3, o-tol 4, Mes 5) gave complex mixtures suggesting multiple reaction pathways. However for R=Dipp 6, the species [(μ-F)(SiMe(2) N(Dipp))(2) BMe][B(C(6) F(5) )(4) ] was isolated as the major product, indicating methyl abstraction from silicon and F/Me exchange on boron. These observations together with state-of-the-art DFT mechanistic studies reveal that the trimethylsilyl-substituents do not behave as ancillary subsitutents but rather act as sources of proton, SiMe(3) and methyl groups.

特别声明

1、本页面内容包含部分的内容是基于公开信息的合理引用;引用内容仅为补充信息,不代表本站立场。

2、若认为本页面引用内容涉及侵权,请及时与本站联系,我们将第一时间处理。

3、其他媒体/个人如需使用本页面原创内容,需注明“来源:[生知库]”并获得授权;使用引用内容的,需自行联系原作者获得许可。

4、投稿及合作请联系:info@biocloudy.com。