Chromatographic enantiomer separation and circular dichroism (CD) spectra of three 4-endosubstituted-3,6-diphenyl-3,6-phenylphosphorylcyclohexenes

Abstract

Three enantiomeric pairs of Diels–Alder adducts of 2,5-diphenylphosphole-1-oxide have been resolved by elution of each of the enantiomers with 95% ethanol from a swollen microcrystalline triacetylcellulose stationary phase. The degree of separation achieved in each case was confirmed by comparing the absorbance maximum of the UV spectrum of each separated enantiomer with that of a similar concentration of the relevant racemic mixture. The circular dichroism (CD) spectrum of each of the separated enantiomers was recorded, and spectral parameters are listed.Key words: enantiomer separations, three 4-endosubstituted phosphorus-bridged cyclohexenes (phosphanorbornenes), ethanol, microcrystalline triacetylcellulose.