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The X-ray crystal structures of sulfimides 11, 15 and 16 are reported. Analysis of these and literature data suggests that the conformational preferences of sulfimides of six-membered cyclic sulfides, can be rationalised by attractive and repulsive special gauche effects. Such effects may also affect the conformations of sulfimides of five-membered cyclic sulfides but it is necessary, in addition, to invoke other interactions.
W. Errington, T. J. Sparey and P. C. Taylor, J. Chem. Soc., Perkin Trans. 2, 1994, 1439 DOI: 10.1039/P29940001439
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