Organophosphorus compounds. Part CXXXVI. Thiopyrophosphate synthesis by condensation of oxophosphoranesulphenyl chlorides with trialkyl phosphites and their structural analogues
- 1 January 1970
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- No. 5,p. 703-707
- https://doi.org/10.1039/j39700000703
Abstract
Oxophosphoranesulphenyl chlorides react readily with esters of tercovalent phosphorus acids giving, in addition to thiopyrophosphate systems P(O)–S–P(O), acid chlorides and O-esters P(S)OR. The symmetrical thiopyrophosphates are converted into their unsymmetrical isomers, P(O)–O–P(S), during the isolation procedure. The reaction is seen to involve nucleophilic attack by the phosphorus atom on the sulphur atom of the oxophosphoranesulphenyl chloride, and formation of a quasiphosphonium complex which decomposes by two parallel paths.Keywords
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