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- Title
Synthesis and Properties of a Cyclohexa‐2,7‐anthrylene Ethynylene Derivative.
- Authors
Matsuki, Hironori; Okubo, Keisuke; Takaki, Yuta; Niihori, Yoshiki; Mitsui, Masaaki; Kayahara, Eiichi; Yamago, Shigeru; Kobayashi, Kenji
- Abstract
The synthesis of a cyclohexa‐2,7‐(4,5‐diaryl)anthrylene ethynylene (1) was achieved for the first time by using 1,8‐diaryl‐3,6‐diborylanthracene and 1,8‐diaryl‐3,6‐diiodoanthracene as key synthetic intermediates. Macrocycle 1 possesses a planar conformation of approximately D6h symmetry, because of the triple‐bond linker between the anthracene units at the 2,7‐positions. It was confirmed that macrocycle 1, bearing bulky substituents at the outer peripheral positions, behaves as a monomeric form in solution without π‐stacking self‐association. Macrocycle 1 has an inner‐cavity size that allows specific inclusion of [9]cycloparaphenylene ([9]CPP), but not [8]CPP or [10]CPP, through an aromatic edge‐to‐face CH‐π interaction.
- Subjects
ANTHRACENE; TIME management; SYMMETRY; AROMATIC compounds
- Publication
Angewandte Chemie, 2021, Vol 133, Issue 2, p1011
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202012120