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P-Triazinylphosphonium chlorides as a new group of coupling reagents

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Kolesinska B., Mrozek A., Fraczyk J., Kaminski Z.
Open Chemistry
|
2013
|
vol. 11
|
issue 4
569-583
EN
Tertiary phosphines in reaction with 2-chloro-4,6-dialkoxy-1,3,5-triazines gave unstable quaternary P-triazinylphosphonium chlorides, which readily decomposed with a departure of the alkyl group of the triazine ring substituent. Stable quaternary P-triazinylphosphonium chlorides were obtained only in reaction of 2-chloro-4,6-diphenoxy-1,3,5-triazine. Both, stable quaternary P-triazinylphosphonium chlorides as well unstable analogues prepared in situ activated carboxylic acid yielding “superactive” triazine esters, useful as highly efficient reagents in peptide bond synthesis. [...]
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