A Strained Donor‐Acceptor Carbon Nanohoop: Synthesis, Photophysical and Charge Transport Properties

• Published in: Angewandte Chemie Vol. 136; no. 34
• Main Authors: Fang, Pengwei, Cheng, Zaitian, Peng, Wei, Xu, Jixian, Zhang, Xinyu, Zhang, Fapei, Zhuang, Guilin, Du, Pingwu
• Format: Journal Article
• Language: English
• Published: Weinheim Wiley Subscription Services, Inc 19.08.2024
• Subjects: Amino groups; Charge transport; cycloparaphenylenes; donor-acceptor system; Physical properties; Red shift; solvatofluorochromism; Synthesis; Transport properties
• ISSN: 0044-8249; 1521-3757
• DOI: 10.1002/ange.202407078

Herein, we report the synthesis of a novel intramolecular donor‐acceptor (D−A) system ([12]CPP‐8TPAOMe) based on cycloparaphenylenes (CPPs) grafted with eight di(4‐methoxyphenyl)amino groups (TPAOMe) as donors. Compared to [12]CPP, D−A nanohoop exhibited significant changes in physical properties, including a large redshift (>78 nm) in the fluorescence spectrum and novel positive solvatofluorochromic properties with a maximum peak ranging from 484 nm to 546 nm. The potential applications of [12]CPP‐8TPAOMe in electron‐ and hole‐transport devices were further investigated, and its bipolar behavior as a charge transport active layer was clearly observed. We present a novel intramolecular donor‐acceptor (D−A) system ([12]CPP‐8TPAOMe) based on cycloparaphenylenes (CPPs) grafted with eight di(4‐methoxyphenyl)amino groups (TPAOMe) as donors. This D−A nanohoop exhibits positive solvatofluorochromic properties and has potential applications in electron‐ and hole‐transport devices.