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Curved Oligophenylenes as Donors in Shape‐Persistent Donor–Acceptor Macrocycles with Solvatofluorochromic Properties
Author(s) -
Kuwabara Takuya,
Orii Jun,
Segawa Yasutomo,
Itami Kenichiro
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201503397
Subject(s) - heteroatom , acceptor , electrochemistry , electron donor , chemistry , electron acceptor , crystallography , photochemistry , materials science , nanotechnology , organic chemistry , ring (chemistry) , catalysis , physics , electrode , condensed matter physics
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.