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[(α-Imino)enamino]phosphonium salts from propyne iminium salts and a phosphorane imine

✍ Scribed by Rainer Rahm; Sigrid Espenlaub; Udo R. Werz; Gerhard Maas

Book ID: 102229936
Publisher: John Wiley and Sons
Year: 2005
Tongue: English
Weight: 182 KB
Volume: 16
Category: Article
ISSN: 1042-7163
DOI: 10.1002/hc.20131

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✦ Synopsis

Abstract

Propyne iminium triflates R^1^C(N^+^R^3^R^4^)CCR^2^ CF~3~SO readily react with Ph~3~PNPh to form 1:1 adducts which formally result from a metathetical addition of the phosphorane imine across the triple bond of the alkyne. These adducts are best described as enamino‐phosphonium salts or iminio‐substituted phosphorus ylides. The configuration of these salts has been determined from NMR data and an X‐ray crystal structure analysis of salt 3h. The base‐induced elimination of the PPh~3~ substituent from enamino‐phosphonium salt 3a was studied. © 2005 Wiley Periodicals, Inc. Heteroatom Chem 16:437–446, 2005; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20131

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