Absorption spectra of ketones. Part IX. Ultraviolet spectra and circular dichroism of bornenones and other βγ-unsaturated ketones

Autor: D. E. Bays, R. C. Cookson, S. MacKenzie
Rok vydání: 1967
Předmět:
Zdroj: J. Chem. Soc. B. :215-226
ISSN: 0045-6470
DOI: 10.1039/j29670000215
Popis: The ultraviolet spectra and circular dichroism of dehydrocamphor and dehydroepicamphor show the effects of mixing the n→π* and π→π* transitions, which reach an extreme in their aryl derivatives. The 3-arylborn-2-en-6-ones have [α]D of about 1000°, with Iµmax up to 7600 and ΔIµ about 50 for the nominal n→π* band at about 315 mµ. The n→π* and π→π* transitions show the expected equal ΔIµ of opposite sign. These effects are rather less marked in the 2-arylborn-2-en-5-ones where the bridgehead 1-methyl group tilts the benzene ring out of the plane of the double bond. This twist in the styrene chromophore is confirmed by the ultraviolet spectra and circular dichroism of the parent arylbornenes.The spectra of various other βγ-unsaturated ketones are also reported.
Databáze: OpenAIRE