Abstract

AbstractPropyne iminium triflates R1C(N+R3R4)CCR2 CF3SO readily react with Ph3P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 PPh3 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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