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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

On the Relationship Between Electronic Absorption and Molecular Geometry: Carbonyl Chromophore n-π. Transition Enhancement and Crystal Structures of Bicyclo[2,2,2]octenones and Bicyclo[2,2,2]octadienones

H Becker, B Ruge, BW Skelton and AH White

Australian Journal of Chemistry 32(8) 1687 - 1695
Published: 1979

Abstract

Spectroscopic studies on a series of methoxycarbonyl-substituted β,γ-unsaturated bicyclic ketones show a decrease in n-π* transition enhancement in the bicyclo[2,2,2]octadienone derivative relative to that observed in the correspondingly substituted bicyclo [2,2,2] octenone. Crystallographic studies on the related derivatives have been carried out in an attempt to ascertain the influence of ground- state molecular geometry. The results show the detectable difference in geometry to be small and suggest the change in enhancement to be, more likely, a spectral repercussion of homodiene conjugation.

https://doi.org/10.1071/CH9791687

© CSIRO 1979

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