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Original Articles

A CONFORMATIONAL STUDY OF BIS(5,5-DIMETHYL-2-X-1,3,2-DIOXAPHOSPHORINAN-2-YL) SULFANES AND POLYSULFANES USING NMR AND IR SPECTROSCOPY

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Pages 233-242 | Received 04 Mar 1993, Published online: 23 Sep 2006
 

Abstract

Bis(5,5-dimethyl-2-X-1,3,2-dioxaphosphorinan-2-yl) sulfanes and polysulfanes (CH3)2C(CH2O)2P(X)—Y—(X)P(OCH2)2C(CH3)2 X = O; S Y = S n = 1–4) were synthesized and investigated by NMR and IR spectroscopy. 1H, 13C and 31P NMR data are given. The portions of the alternative chair conformations of the dioxaphosphorinane ring are estimated from vicinal P—H coupling constants determined at room temperature in CDCl3. The portion of the predominant conformer in case of all 2-oxo compounds amounts to more than 95%. For the 2-thiono compounds this portion varies with n (91–78%). Based on known X-ray crystallographic data and IR measurements in solid and solution state from the position of P=X stretching modes an equatorial position of the P=X bond can be suggested for the predominant conformer.

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