Coupling reactions of 1-alkylpyridinium salts. Part 2. Reaction of 1-methylpyridinium-4-carboxylate with cyanide and diphenylphosphinite ions
- 1 January 1977
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 22,p. 2431-2433
- https://doi.org/10.1039/p19770002431
Abstract
A novel reaction between 1-methylpyridinium-4-carboxylate and cyanide ion in dipolar aprotic solvents leading to high yields of 1,1′-dimethyl-4,4′(1H,1′H)-bipyridylidene (4) is described. Coupling is also brought about by diphenylphosphinite ion. N-Methylpyridinium-2-carboxylate on heating in dimethylformamide also surprisingly affords some 4,4′-coupled product, as does 1-methylpyridinium ion when heated with carbonate or fluoride ion in non-protic media.Keywords
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