NUCLEOPHILIC-SUBSTITUTION AT NITROGEN-CENTERED RADICALS - REACTIONS OF DIPHENYLPHOSPHIDE IONS WITH N,N-DIBUTYL-P-TOLUENESULFONAMIDE BY THE S(RN)1 MECHANISM

Authors
FORAY GS PENENORY AB ROSSI RA
Citation
Gs. Foray et al., NUCLEOPHILIC-SUBSTITUTION AT NITROGEN-CENTERED RADICALS - REACTIONS OF DIPHENYLPHOSPHIDE IONS WITH N,N-DIBUTYL-P-TOLUENESULFONAMIDE BY THE S(RN)1 MECHANISM, Journal of physical organic chemistry, 8(5), 1995, pp. 356-358
Citations number
50
Categorie Soggetti
Chemistry Physical","Chemistry Inorganic & Nuclear
Journal title
Journal of physical organic chemistry → ACNP
ISSN journal
08943230
Volume
8
Issue
5
Year of publication
1995
Pages
356 - 358
Database
ISI
SICI code
0894-3230(1995)8:5<356:NANR-R>2.0.ZU;2-V
Abstract
The photostimulated reaction of N,N-dibutyl-p-toluenesulfonamide with diphenylphosphide ions in liquid ammonia leads to the corresponding ph osphinic amides after oxidation Inhibition experiments with p-dinitrob enzene and 2,2,6,6-tetramethyl-1-piperidinyloxy free radical (TEMPO) a nd the fact that the reaction is retarded in the dark suggest that it proceeds by the S(RN)1 mechanism.