Zum Ablauf der Wittig-Reaktion: zyklische oder ringoffene Zwischenstufen?

Authors

  • Manfred Schlosser Institut de Chimie Organique de l’Université rue de la Barre 2, CH-1005 Lausanne
  • Alois Piskala Institut de Chimie Organique de l’Université rue de la Barre 2, CH-1005 Lausanne
  • Claudio Tarchini Institut de Chimie Organique de l’Université rue de la Barre 2, CH-1005 Lausanne
  • Huynh BaTuong Institut de Chimie Organique de l’Université rue de la Barre 2, CH-1005 Lausanne

DOI:

https://doi.org/10.2533/chimia.1975.341

Abstract

By means of low temperature phosphorus nmr-spectroscopy Wittig reaction intermediates have been studied. The cyclic (oxaphosphetane) structure of ylid / aldehyde adducts has been confirmed, though it cannot be ruled out that they are generated via a transient zwitterionic (betaïne) intermediate. Analogous adducts derived from α-metallated phosphine oxides (PO activated olefination) as well as «betaïne ylides» (SCOOPY procedure), however, clearly prefer openchain structures, the formation of an OLi linkage acting as the driving force.

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Published

1975-08-31

Issue

Vol. 29 No. 8 (1975): Forschung/Research

Section

Kurze Mitteilungen

License

Copyright (c) 1975 Manfred Schlosser

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

How to Cite

[1]
M. Schlosser, A. Piskala, C. Tarchini, H. BaTuong, Chimia 1975, 29, 341, DOI: 10.2533/chimia.1975.341.