(Figure Presented) To examine the reversible photoisomerization and subsequent change of asymmetric field, we synthesized optically active 3,3′-disubstituted-1,1′-binaphthyls with an azobenzene moiety. Reflecting the structural change, the specific rotation and circular dichroism underwent significant variations. Under certain conditions, the positive-negative signals were reversible. Furthermore, the magnitude of these changes showed a 3,3′-substituent dependency. Dibenzyloxy or bis(diphenylmethyloxy) derivatives were better suited for sign interconversion of the optical properties. In contrast, the hydroxy group(s) lacked both optical signals and durability.
ASJC Scopus subject areas
- Organic Chemistry