Bulky alkyl substituents on the benzene ring stabilize optically active areneseleninic acids 1, which were obtained for the first time by chiral resolution on an optically active HPLC column, against racemization. Racemization was found to proceed via achiral seleninate anions with extrusion of a proton, at least under high-dilution conditions. [[R=Me, Et, iPr]]
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Shimizu et al. (2001) studied this question.
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