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The Related Stability of CIS and Trans Isomers

By L.L. Boyle, R.F. Hudson and John D. Wallis


By adopting an sp(2) hybridised model, it is found that the overlap integral for two adjacent lone pairs is numerically greater for the trans isomer. On the basis of 1-electron Huckel theory, this suggests that cis isomers are more stable than trans, contrary to the predictions of conformational analysis. Commonly, non-bonded interactions lead to the stabilisation of trans isomers, but when these repulsions are not dominant, the cis isomers are always the more stable

Topics: QD
Publisher: Elsevier Science Bv
Year: 1995
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