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Electron spin resonance study of free radicals generated from retinyl- and ionyl-derivatives

✍ Scribed by Raphael C. Mordi; John C. Walton

Publisher: Elsevier Science
Year: 1990
Tongue: English
Weight: 393 KB
Volume: 54
Category: Article
ISSN: 0009-3084
DOI: 10.1016/0009-3084(90)90062-v

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✦ Synopsis

Free radicals generated from a-and/3-ionyl bromides gave well resolved ESR spectra, but retinyl bromide and chloride gave only broad signals. Delocalised radicals were also spectrosopically observed on hydrogen abstraction from a-ionane, a-ionyltrimethylsilylether and buten-3-ynyl-2,6,6-trimethyl-2-cyclohexene. Retinyl and /3-ionyl radicals, derived from the corresponding xanthates, were successfully spin trapped with nitrosodurene. The results suggested that the secondary sites C(7) and C(9) were the most reactive in the/~-ionyl radical and that the secondary sites C(7) and C(11) and probably the primary site C(15) were the most reactive in the retinyl radical.

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