Chemistry - A European Journal
Chemistry - A European Journal
5 years ago

Synthesis, Structures, and Photophysical Properties of Alternating Donor–Acceptor Cycloparaphenylenes

Synthesis, Structures, and Photophysical Properties of Alternating Donor–Acceptor Cycloparaphenylenes
Yu Shibata, Hidehiro Uekusa, Ken Tanaka, Shuhei Nishigaki, Haruki Sugiyama, Susumu Kawauchi, Miho Fukui
The synthesis of alternating donor–acceptor [12] and [16]cycloparaphenylenes (CPPs) has been achieved by the rhodium-catalyzed intermolecular cross-cyclotrimerization followed by imidation and/or aromatization. These alternating donor–acceptor CPPs showed positive solvatofluorochromic properties and smaller HOMO–LUMO gaps compared with nonfunctionalized CPPs, which was confirmed by the theoretical study. Catherine wheels: The synthesis of alternating donor–acceptor [12] and [16]cycloparaphenylenes (CPPs) has been achieved by the rhodium-catalyzed intermolecular cross-cyclotrimerization followed by imidation and/or aromatization. The alternating donor–acceptor CPPs showed positive solvatofluorochromic properties and smaller HOMO–LUMO gaps compared with nonfunctionalized CPPs, which was confirmed by the theoretical study.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/chem.201701547

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