INTRAMOLECULAR REARRANGEMENT OF BIS(3,4-METHYLENEDIOXYPHENYL) METHYLPHOSPHONATE INDUCED BY SINGLE ELECTRON-TRANSFER OXIDATION

Authors
OKAMOTO Y TATSUNO T TAKAMUKU S
Citation
Y. Okamoto et al., INTRAMOLECULAR REARRANGEMENT OF BIS(3,4-METHYLENEDIOXYPHENYL) METHYLPHOSPHONATE INDUCED BY SINGLE ELECTRON-TRANSFER OXIDATION, Phosphorus, sulfur and silicon and the related elements, 117, 1996, pp. 129-138
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Phosphorus, sulfur and silicon and the related elements → ACNP
ISSN journal
10426507
Volume
117
Year of publication
1996
Pages
129 - 138
Database
ISI
SICI code
1042-6507(1996)117:<129:IROBM>2.0.ZU;2-E
Abstract
Photo-sensitized oxidation of bis(3,4-methylenedioxyphenyl) methylphos phonate (1) with 9,10-dicyanoanthracene (DCN) in MeCN gave 3,4-methyle nedioxyphenyl)-3,4-methylenedioxyphenyl methylphosphonate (2) selectiv ely through an intramolecular rearrangement of 3,4-methylenedioxypheny l group. Similar results were obtained by oxidation with Fe(phen)(3)(3 +)) and by gamma-radiloysis in 1,2-dichloroethane. Upon direct UV-irra diation of 1 in MeOH, 2 and bis(3,4-methylenedioxy)biphenyl (3) were o btained.