Issue 0, 1979
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Reactions of phosphines with acetylenes. Part 17. Formation and stereochemistry of 1,2- dicyano-2-phosphoniaethanesulphonate betaines

Peter J. Butterfield,   John C. Tabby  and  D. Vaughan Griffiths  

Abstract

The initial intermediate in the reaction of triarylphosphines with cyanoacetylenes may be trapped as an adduct with water and sulphur dioxide. The structures of the adducts are shown to be phosphoniaethanesulphonate betaines. Vicinal n.m.r. coupling constants show that in trifluoroacetic acid solution the betaines from dicyanoacetylene are held in a rigid conformation of the threo configuration. However, in dimethyl sulphoxide solution the coupling is removed by a slow proton exchange process.

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Article information

DOI
https://doi.org/10.1039/P19790001189
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1979, 1189-1191

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Reactions of phosphines with acetylenes. Part 17. Formation and stereochemistry of 1,2- dicyano-2-phosphoniaethanesulphonate betaines

P. J. Butterfield, J. C. Tabby and D. V. Griffiths, J. Chem. Soc., Perkin Trans. 1, 1979, 1189 DOI: 10.1039/P19790001189

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