[reaction--see text] Optically active diphenyl dichalcogenides were isolated in bulk for the first time by chiral crystallization. The absolute configuration of the P-helical enantiomer of diphenyl disulfide was determined by X-ray crystallography. On the basis of this determination and considering the similarities of the Cotton effects of diphenyl diselenide and ditelluride, the absolute configuration of optically active diphenyl dichalcogenides could be assigned. Furthermore, stereochemistry of chiral crystallization could be controlled by using an optically active crystal as a seed crystal.
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Shimizu et al. (2001) studied this question.