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A combined study of vicinal and geminal carbon-proton spin-spin coupling constants as a tool in conformational analysis. The conformation of 2,6-dichloro-1,4-oxathianes

✍ Scribed by Tom Spoormaker; Marius J. A. de Bie


Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
411 KB
Volume
99
Category
Article
ISSN
0165-0513

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✦ Synopsis


Abstract

^13^C FT single resonance spectra are obtained for two isomers of 2,6‐dichloro‐1,4‐oxathiane; one of the isomers is a racemic mixture. From a combined study of the various long‐range carbon‐proton coupling constants the conformations of both isomers could be determined. Each isomer exists in two conformers which are in a rapid interconversion equilibrium. Contrary to predictions based on the “anomeric‐effect”, cis‐2,6‐dichloro‐1,4‐oxathiane in the liquid phase is predominantly in the cis‐di‐equatorial chair form.


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