Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Stereochemical Studies of Monoterpene Compounds. XVIII. A Conformational Study of Monoterpene α,β-Unsaturated Ketones by Means of the Temperature-dependent Circular Dichroism
Takayuki SugaKiyoshi Imamura
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1972 Volume 45 Issue 7 Pages 2060-2064

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Abstract

The conformations of flexible, cyclic α,β-unsaturated ketones, (−)-p-menth-3-en-5-one (1), (+)-carvone (2), (−)-piperitone (3), (−)-carvenone (4), and (+)-pulegone (5), were examined by means of the temperature-dependent circular dichroism (CD) in the region of the n* transition. In polar solvents, the simultaneous occurrence of the conformational equilibrium and the asymmetric solvation was observed markedly for the compound 1 of these compounds, along with a change in the large rotational strength at lower temperatures.

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