Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
NMR Studies of the Conformations of 3-Aryl-1,2,3-oxathiazolidine 2-Oxides
Fukiko YamadaTomihiro NishiyamaHiroshi Samukawa
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1975 Volume 48 Issue 6 Pages 1878-1883

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Abstract

Proton magnetic resonance spectroscopy has been used to investigate the conformations of a series of 3-aryl-1,2,3-oxathiazolidine 2-oxides. Their conformations were assigned on the basis of the vicinal coupling constants between four methylene protons at the C-4 and C-5 positions. The oxathiazolidine 2-oxides prefer twist-envelope forms, and their conformations vary with both the situation and the nature of the ring substituent. Postulated collision complexes based on the data of the observed solvent-shifts can also be explained in terms of the differences in the conformations.

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