Influence of Trimethylsilyl Substituents on Primary C–O Bond Lengths at the b-Position: Results from Low-Temperature X-Ray Structural Studies
Alison J. Green, William Issa and Jonathan M. White
Australian Journal of Chemistry
50(9) 927 - 932
Published: 1997
Abstract
The β-trimethylsilyl substituent in 2-trimethylsilylethyl p-nitrobenzoate (12b) and 2-trimethylsilylethyl 2,4-dinitrobenzenesulfenate (12c) leads to significant lengthening of the C(alkyl)–O(ester) bond. Lengthening of the Si-CH2 distance in the more electronegative ester (12c) relative to (12b) is also observed. These structural effects are consistent with the presence of σC-Si–σ* C-O interactions.https://doi.org/10.1071/C97056
© CSIRO 1997
