SOLUBILIZATION OF THE PRIMARY NITRENE SOURCES (TOSYLIMINOIODO)ARENES (ARINTS)

Authors
MACIKENAS D MEPRATHU BV PROTASIEWICZ JD
Citation
D. Macikenas et al., SOLUBILIZATION OF THE PRIMARY NITRENE SOURCES (TOSYLIMINOIODO)ARENES (ARINTS), Tetrahedron letters, 39(3-4), 1998, pp. 191-194
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
3-4
Year of publication
1998
Pages
191 - 194
Database
ISI
SICI code
0040-4039(1998)39:3-4<191:SOTPNS>2.0.ZU;2-F
Abstract
The nitrene precursors ArINTs (Ts = p-toluenesulfonyl; Ar = phenyl (1) , Ar = o-Tolyl (2), and Ar = Mesityl (3)) can be fully solubilized in organic media upon addition of organic N-oxides. H-1-NMR spectroscopy of CDCl3 solutions of PhINTs and excess Me3NO reveals rapid exchange o f free and coordinated Me3NO to the hypervalent iodine species. The im plications of this phenomenon on nitrene transfer processes are discus sed. (C) 1997 Elsevier Science Ltd. All rights reserved.