Conformations of α,β-unsaturated ketones: An IR spectroscopic study
作者:
GVenkateshwarlu,
BSubrahmanyam,
期刊:
Proceedings of the Indian Academy of Sciences - Chemical Sciences
(Springer Available online 2008)
卷期:
Volume 102,
issue 1
页码: 45-50
ISSN:0370-0089
年代: 2008
DOI:10.1007/BF02861570
出版商: Springer_India-New_Delhi
数据来源: Springer
摘要:
The conformational analyses of substituted methyl styryl ketones and phenyl styryl ketones have been carried out using IR spectroscopy. The split in the C=O bands of these compounds is attributed to the existence of two conformations, viz.s-cisands-trans, in equilibrium. The methyl styryl ketones exist predominantly in thes-transform whereas phenyl styryl ketones exist in thes-cisform. In all the ketones studied the proportion of thes-transform increases with increase in the polarity of the solvent while that of thes-cisform decreases. This shows that thes-transform is more polar than thes-cis. The field effects between the C=O and C=C groups are found to be electrostatic repulsions which play a dominant role in the determination of the relative stabilities of thes-cisands-transforms over the steric effects and the electrostatic attractions between the carbonyl oxygen and the β-carbon
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