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Circularly Polarized Luminescence of Chiral Perylene Diimide Based Enantiomers Triggered by Supramolecular Self‐Assembly
Authors:Guo Wei  Yuxiang Wang  Prof. Shuhua Li  Prof. Yixiang Cheng
Affiliation:1. School of Chemistry and Materials Science, Nanjing Normal University, Nanjing, P.?R. China;2. Key Lab of Mesoscopic Chemistry of MOE and, Collaborative Innovation Center of Chemistry for Life Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, P.?R. China;3. Key Laboratory of Mesoscopic Chemistry of Ministry of Education, Institute of Theoretical and, Computational Chemistry School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, P.?R. China
Abstract:Two perylene diimide (PDI) enantiomers ( d/l ‐PDI ) incorporating the d /l ‐alanine moiety have been designed and synthesized. d/l ‐PDI in chloroform displays bright‐yellow fluorescence that is redshifted to orange‐red when the solvent contains a methanol fraction of 99 vol %. No circular dichroism (CD) or circularly polarized luminescence (CPL) signals were observed for d/l ‐PDI enantiomers in CHCl3. Interestingly, the d/l ‐PDI enantiomers exhibit clear mirror‐image Cotton effects and CPL emission in the aggregate state. The optical anisotropy factor (glum) is as high as 0.02 at fm=99 %, which can be attributed to self‐assembly through intermolecular π–π interactions in the aggregate state.
Keywords:amino acids  circular dichroism  circularly polarized luminescence  perylene diimides  self-assembly
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