Mechanisms of photochemical reactions of para-benzoquinones with thiols
Journal Article
·
· Russian Chemical Bulletin
- Volgograd State Technical University (Russian Federation)
The mechanisms of quinone reduction by thiols containing α-hydrogen atoms were established using chemically induced dynamic nuclear polarization effects. It was found that substituents in the quinone nucleus change the nature of the primary radical pair. In the photolysis of 2,6-dimethyl-1,4-benzoquinone (1), the radical pair consists of semiquinone and thioalkyl radicals, whereas in the case of 2,6-diphenyl-1,4-benzoquinone (2), the radical pair is composed of semiquinone and thiyl radicals. Quinone 2 is readily photolyzed with any thiol to give dibenzofuran derivative as the final products.
- OSTI ID:
- 22863309
- Journal Information:
- Russian Chemical Bulletin, Journal Name: Russian Chemical Bulletin Journal Issue: 8 Vol. 67; ISSN RCBUEY; ISSN 1066-5285
- Country of Publication:
- United States
- Language:
- English
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