Radical low-temperature oxidation of dibenzyl sulfide with the triphenylbismuth—tert-butyl hydroperoxide system

The reaction of Ph 3 Bi with Bu t OOH in a mole ratio of 1: 3 in hydrocarbon solvents affords the η 2 -peroxo complex of triphenylbismuth Ph 3 Bi(η 2 O 2 ) which oxidizes the C-H bonds of the methylene group of dibenzyl sulfide. The reaction proceeds via the radical mechanism with the formation of i...

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Bibliographic Details
Published in:Russian chemical bulletin 2008-06, Vol.57 (6), p.1206-1208
Main Authors: Dodonov, V. A., Zaburdaeva, E. A., Chelebaeva, E. N., Kuropatov, V. A.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Inorganic Chemistry
Organic Chemistry
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Summary:The reaction of Ph 3 Bi with Bu t OOH in a mole ratio of 1: 3 in hydrocarbon solvents affords the η 2 -peroxo complex of triphenylbismuth Ph 3 Bi(η 2 O 2 ) which oxidizes the C-H bonds of the methylene group of dibenzyl sulfide. The reaction proceeds via the radical mechanism with the formation of intermediate unstable sulfur-containing hydroperoxide. Its decomposition is accompanied by the C-S bond cleavage, resulting in benzaldehyde.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-008-0152-2