Issue 41, 2008

On the presence or absence of geminal Si⋯N interactions (α-effect) in pentafluorophenylsilyl compounds with SiCN, SiNN and SiON backbones

Abstract

The silanes C6F5SiF2CH2NMe2 (1), C6F5SiF2N(SiMe3)NMe2 (2) and C6F5SiF2ONMe2 (3) with pentafluorophenyl substituents and geminal N atoms have been prepared by the reaction of C6F5SiF3 with LiCH2NMe2, LiN(SiMe3)NMe2 and LiONMe2, respectively. The compounds have been characterised by spectroscopic methods and crystal structure determination. Comparison of measured and calculated IR spectra has provided insight into the conformational composition of the vapour of 3. Whereas 2 and 3 show interactions between the geminal Si and N atoms, 1 does not. Further analysis of the bonding situation has been undertaken by quantum chemical calculations of the rotation and bending potentials of the C6F5SiF2–X–NMe2 units.

Graphical abstract: On the presence or absence of geminal Si⋯N interactions (α-effect) in pentafluorophenylsilyl compounds with SiCN, SiNN and SiON backbones

Supplementary files

Article information

Article type
Paper
Submitted
19 May 2008
Accepted
11 Jul 2008
First published
08 Sep 2008

Dalton Trans., 2008, 5652-5658

On the presence or absence of geminal Si⋯N interactions (α-effect) in pentafluorophenylsilyl compounds with SiCN, SiNN and SiON backbones

M. Woski, R. J. F. Berger and N. W. Mitzel, Dalton Trans., 2008, 5652 DOI: 10.1039/B808388F

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