1,4-Bis(alkylsulfonyl)benzenes. A new and unexpected cathodic cleavage leading to the corresponding phenoxy ions

Authors
Simonet, J Fourets, O Pilard, JF
Citation
J. Simonet et al., 1,4-Bis(alkylsulfonyl)benzenes. A new and unexpected cathodic cleavage leading to the corresponding phenoxy ions, TETRAHEDR L, 41(11), 2000, pp. 1763-1765
Citations number
6
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
11
Year of publication
2000
Pages
1763 - 1765
Database
ISI
SICI code
0040-4039(20000311)41:11<1763:1ANAUC>2.0.ZU;2-1
Abstract
1,4-Bis(alkylsulfonyl)benzenes 2 exhibit the formation of a fairly stable a nion radical under cathodic electron transfer. Its fragmentation leads both to 1-alkylsulfonyl-4-alkyl benzenes (ipso substitution) and 4-alkylsulfony lphenoxy ions, the presence of the latter suggesting a new mode of cleavage for strongly activated sulfones. (C) 2000 Published by Elsevier Science Lt d. All rights reserved.