In the base-catalysed hydrogen-deuterium exchange of a conformationally-fixed sulphone, (IV), the relative rates of the exchange of the diastereotopic protons α to the sulphone group indicate the stability of the resultant carbanions to be qualitatively in agreement with M.O. theory but less sensitive to orientation than was predicted.
R. R. Fraser and F. J. Schuber, J. Chem. Soc. D, 1969, 1474 DOI: 10.1039/C29690001474
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