Synthesis and photophysical properties of π-extended perylene diimide-embedded cycloparaphenylenes

Mengyuan Yu; Jing Li; Luqing Zhai; Yuan Dong; Xinyang Ge; Mingxuan He; Xinyang Zhang; Yipu Wang; Jinjin Ding; Pingwu Du; Qiang Huang

doi:10.1039/D5CC03760C

Synthesis and photophysical properties of π-extended perylene diimide-embedded cycloparaphenylenes

Mengyuan Yu,^a Jing Li,^a Luqing Zhai,^a Yuan Dong,^a Xinyang Ge,^a Mingxuan He,^a Xinyang Zhang,^a Yipu Wang,^a Jinjin Ding,

*^a Pingwu Du

*^b and Qiang Huang

*^a

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* Corresponding authors

^a School of Chemistry and Chemical Engineering, Nantong University, Nantong, China
E-mail: djjing@ntu.edu.cn, huangqiang@ntu.edu.cn

^b Department of Materials Science and Engineering, University of Science and Technology of China, Hefei, China
E-mail: dupingwu@ustc.edu.cn

Abstract

We report two cycloparaphenylenes (CPPs), [9]CPPDI₁ and [9]CPPDI₂, embedded with perylene diimide (PDI) and its π-extended derivative, respectively. The absorption and emission spectra as well as DFT calculations clarified the unique photophysical properties of the two molecules. Moreover, efficient resolution was achieved, with chiral enantiomers (+)/(−)-[9]CPPDI₂ isolated by high-performance liquid chromatography (HPLC), and circular dichroism (CD) spectroscopy was performed to prove their chirality.

Chemical Communications

Synthesis and photophysical properties of π-extended perylene diimide-embedded cycloparaphenylenes

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Synthesis and photophysical properties of π-extended perylene diimide-embedded cycloparaphenylenes

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