Organic Chemistry Laboratory, Nagoya University

Takuya Kuwabara, Jun Orii, Yasutomo Segawa, and Kenichiro Itami

Angew. Chem. Int. Ed. 2015, 54, 9646. DOI: 10.1002/anie.201503397

Many optoelectronic organic materials are based on donor–acceptor (D–A) systems with heteroatom-containing electron donors. Herein, we introduce a new molecular design for all-carbon curved oligoparaphenylenes as donors, which results in the generation of unique shape-persistent D–A macrocycles. Two types of acceptor-inserted cycloparaphenylenes were synthesized. These macrocycles display positive solvatofluorochromic properties owing to their D–A characteristics, which were confirmed by theoretical and electrochemical studies.