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Issue 41, 2008
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On the presence or absence of geminal Si⋯N interactions (α-effect) in pentafluorophenylsilyl compounds with SiCN, SiNN and SiON backbones

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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

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Publication details

The article was received on 19 May 2008, accepted on 11 Jul 2008 and first published on 08 Sep 2008


Article type: Paper
DOI: 10.1039/B808388F
Citation: Dalton Trans., 2008,0, 5652-5658

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    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, 0, 5652
    DOI: 10.1039/B808388F

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