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Synthesis and Physical Properties of a Perylene Diimide-Embedded Chiral Conjugated Macrocycle
Along Li1, Xinyu Zhang1, Shengda Wang1
1Hefei National Research Center for Physical Sciences at the Microscale, Anhui Laboratory of Advanced Photon Science and Technology, CAS Key Laboratory of Materials for Energy Conversion, Department of Materials Science and Engineering, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, China.
Abstract:
Herein, we report the facile synthesis and properties of a chiral perylene diimide (PDI)-embedded conjugated macrocycle (cyclo[6]paraphenylene-1,7-perylene diimide, [6]CPP-PDI) by Pd-catalyzed Suzuki coupling and a subsequent reductive aromatization reaction in two steps. The PDI-embedded conjugated macrocycle showed a significant redshift (>110 nm for absorption) compared to the PDI molecule. Moreover, efficient resolution of chiral enantiomers with ( was achieved by high-performance liquid chromatography, and their chiral properties were investigated by circular dichroism spectroscopy. The realization of [6]CPP-PDI expands the scope of the precise synthesis of PDI-embedded chiral conjugated macrocycles and explores its unique physical properties.
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