In:
Bulletin of the Chemical Society of Japan, Oxford University Press (OUP), Vol. 63, No. 4 ( 1990-04-01), p. 1154-1159
Abstract:
An ESR spectroscopic study of N-arylsulfinyl- and N-alkylsulfinyl-3,5-di-t-butylphenylaminyls (2) is described. The sulfinamidyls 2, generated by the reaction of the corresponding sulfinamides (7) with di-t-butyl diperoxyoxalate (DBPO) in benzene at 21 or 40°C, give hyperfine splitting (hfs) constants which indicate that the unpaired electron is slightly delocalized onto the sulfinyl group. A comparison of the hfs constants for 2 with those for structurally related sulfenamidyl and sulfonamidyl radicals indicates that the abilities of –SR, –S(O)R, and –S(O2)R to delocalize the unpaired electron are in the order –SR & gt;–S(O)R & gt;–(O2)R. The reaction of 7 with DBPO has been examined on the basis of product analyses. The mechanism accounting for the formation of the isolated products is briefly discussed.
Type of Medium:
Online Resource
ISSN:
0009-2673
,
1348-0634
DOI:
10.1246/bcsj.63.1154
Language:
English
Publisher:
Oxford University Press (OUP)
Publication Date:
1990
detail.hit.zdb_id:
2041163-7
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