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Ylide Chemistry: An Account of Structural,Conformational and Redox Investigations
Authors:Hubert Schmidbaur  Graham A Bowmaker  Ulrich Deschler  Cornelia Dörzbach  Rudolf Herr  Beatrix Milewski-mahrla
Institution:1. Anorganisch-chemisches Institut, Technische Universit?t München , Lichtenbergstr. 4, D 8046, Garching, Germany;2. Anorganisch-chemisches Institut, Technische Universit?t München , Lichtenbergstr. 4, D 8046, Garching, Germany;3. Department of Chemistry , University of Auckland , Auckland, New Zealand
Abstract:Abstract

Structural data of phosphorus ylides are summarized and discussed. Conformational preferences in solution and in the solid state, as followed by NMR spectroscopy and X-ray diffraction, indicate a strong gauche effect for the lone pairs of electrons at the ylidic carbon atom. One- and two-electron oxydation of ylide carbanions is accomplished with copper(II) as the oxidant, leading to oxidative coupling or to halogenation, respectively.
Keywords:
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