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- Title
How radical cations react? - Distonic radical cation mediated α(nucleophilic), β(radical)-dibenzoloxylation of donor ArCH = CHR.
- Authors
Zhao, Y.; Li, W.; Chen, Q.-Y.; Zhao, C.-X.
- Abstract
Rate determination and product studies have disclosed that the fragmentation pattern of radical cations 2-propenyl-1,4-dimethoxybenzene (1[sup + ·]) and 2-propenyl-1,4,5-trimethoxybenzene (2[sup +·]) generated in one-electron oxidation of their parent substrates by 4-nitrobenzoyl peroxide (3) in CH[sub 3]CN is greatly affected by ring-substitution status of the donor molecules. While ringbenzoloxylation (product 5) predominated in the reaction of dimethoxylated substrate (1), the oxidation of trimethoxylated donor 2 ended up with distonic radical cation mediated α,β-di-4-nitrobenzoloxylation as the major pathway.
- Subjects
CATIONS; OXIDATION; REACTIVITY (Chemistry)
- Publication
Research on Chemical Intermediates, 2001, Vol 27, Issue 3, p287
- ISSN
0922-6168
- Publication type
Article
- DOI
10.1163/156856701300356509