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Macrocyclic 2,7‐Anthrylene Oligomers
Authors:Yuta Yamamoto  Dr. Kan Wakamatsu  Dr. Tetsuo Iwanaga  Dr. Hiroyasu Sato  Prof. Dr. Shinji Toyota
Affiliation:1. Department of Chemistry, Faculty of Science, Okayama University of Science, Okayama, Japan;2. X-ray Research Laboratory, Rigaku Corporation, Tokyo, Japan;3. Department of Chemistry and Materials Science, Tokyo Institute of Technology, Tokyo, Japan
Abstract:A macrocyclic compound consisting of six 2,7‐anthrylene units was successfully synthesized by Ni‐mediated coupling of the corresponding dibromo precursor as a novel π‐conjugated compound. This compound was sufficiently stable and soluble in organic solvents due to the presence of mesityl groups. X‐ray analysis showed that the molecule had a nonplanar and hexagonal wheel‐shaped framework of approximately S6 symmetry. The dynamic process between two S6 structures was observed by using the dynamic NMR technique, the barrier being 58 kJ mol?1. The spectroscopic properties of the hexamer were compared with those of analogous linear oligomers.
Keywords:arenes  conformation analysis  macrocycles  NMR spectroscopy  oligomerization
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