Abstract
With aid of the time-resolved electron spin resonance technique, the photochemical hydrogen abstraction reactions were investigated for the aromatic carbonyl compounds having ππ* characters in their lowest triplet states. When the hydrogen donors having negatively charged hydrogen atoms, such as NaBH 4, Et 3GeH (EtC 2H 5) and n-Bu 3SnH (BuC 4H 9), are used as the hydrogen donors, these ketones reacted readily with them to form non-ketyl radicals, such as cyclohexadienyl-, benzyl- and α-keto alkyl-type radicals instead of their ketyl radicals. The instrinsic reactivity of the ππ* triplet states is inhibited by the positively charged hydrogen atoms in the usual hydrogen donors since they have a strong affinity for the reaction around the negatively charged carbonyl oxygen.
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More From: Journal of Photochemistry & Photobiology, A: Chemistry
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