Issue 12, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 2

Reinvestigation of the 31P NMR evidence for the formation of diorganyl phosphoropyridinium intermediates

Johan Nilsson,a   Adam Kraszewskib  and  Jacek Stawinski*ab  

* Corresponding authors

a Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, S-106 91 Stockholm, Sweden

b Institute of Bioorganic Chemistry, Polish Academy of Sciences, Noskowskiego 12/14, 61-704 Poznan, Poland

Abstract

A 31P NMR study on the reactions of diphenyl and diethyl chlorophosphates/bromophosphates with pyridine showed that equilibria of these reactions are heavily shifted to the left and thus concentrations of the putative diorganyl phosphoropyridinium chlorides/bromides are usually below the detection level of this spectroscopic method. However, when diphenyl iodophosphate was subjected to reaction with pyridine, we were able for the first time to observe the formation of a diorganyl phosphoropyridinium intermediate by 31P NMR spectroscopy.

Graphical abstract: Reinvestigation of the 31P NMR evidence for the formation of diorganyl phosphoropyridinium intermediates

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Article information

DOI
https://doi.org/10.1039/B107792A
Article type
Paper
Submitted
29 Aug 2001
Accepted
17 Oct 2001
First published
07 Nov 2001

J. Chem. Soc., Perkin Trans. 2, 2001, 2263-2266

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Reinvestigation of the 31P NMR evidence for the formation of diorganyl phosphoropyridinium intermediates

J. Nilsson, A. Kraszewski and J. Stawinski, J. Chem. Soc., Perkin Trans. 2, 2001, 2263 DOI: 10.1039/B107792A

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