“Racemic Compound-Like” Behaviour of Pinanyl Sulfoxides

What is it about?

The oxidation of a hydroxysulfide in the pinane series by use of m-chloroperbenzoic acid resulted in the formation of the corresponding hydroxysulfoxide as a mixture of two diastereomers in 4:5 ratio. According to single-crystal X-ray diffraction (XRD) results, it is established that the diastereomeric mixture of sulfoxides crystallizes in the “racemic compound-like” manner under formation of asymmetric dimers through S = O·· H–O interactions.

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Why is it important?

According to single-crystal X-ray diffraction (XRD) results, it is established that the diastereomeric mixture of sulfoxides crystallizes in the “racemic compound-like” manner under formation of asymmetric dimers through S = O·· H–O interactions. The behaviour of the diastereomeric mixture of pinane derived sulfoxides in crystals, melts and in tetrachloromethane solutions were studied by IR spectroscopy.