Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 15, Pages 5723-5726Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo901030s
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- RIKEN [61101]
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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.
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