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Original Articles

RING-CHAIN HALOGENOTROPIC TAUTOMERISM. 2,2-DIPHENYL-1,2ι4-THIAPHOSPHOLANIUM BROMIDE ⇋ 3-BROMOPROPYLDIPHENYLPHOSPHINE SULFIDE

, , , , , , & show all
Pages 165-177 | Received 20 Mar 1997, Published online: 24 Sep 2006
 

Abstract

A new type of ring-chain anionotropic tautomerism for cyclic thiaphospholanium bromide 2A and isomeric phosphine sulfide 2B was investigated. Both of the tautomers were isolated in crystalline form. Their structures were proved by IR, Raman, 1H, 31P NMR spectroscopy and X-ray analysis. In solution the equilibrium position doesn't depend on the kind of dissolved tautomer. The effect of the solvent. concentration and temperature on the equilibrium 2A ⇋ 2B was studied as well as kinetics of interconversion of tautomers.

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