ABSTRACT
Enantiodifferentiating photosensitization is a unique photochemical invention, in which chiral information of an optically active sensitizer is transferred to a prochiral or racemic substrate through noncovalent interactions in the excited state, allowing chirality amplification. If the energy is transferred to the enantiomeric pyrazoline moiety at different rates, appreciable circular dichroism signal may evolve in the course of the photolysis. However, the energy transfer was found to be too fast and/or too efficient to discriminate the enantiomeric configuration of the substrate moiety. Substituent effects on the enantiodifferentiating photosensitization of cyclooctene were examined by introducing a methyl group to cyclooctene. Substituent effects on the enantiodifferentiating photosensitization of cyclooctene were examined by introducing a methyl group to cyclooctene. The enantiodifferentiating photoisomerization/cyclodimerization of 78Z was performed over a range of temperatures in the presence of chiral benzene(poly)carboxylates with a variety of terpenoid and saccharide auxiliaries.
