Substantial Effects of Ring Size on the Structure and Properties of 2,9-Anthrylene Cyclic Oligomers.

Org Lett

Department of Chemistry, School of Science, Institute of Science Tokyo, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8551, Japan.

Published: August 2025


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Article Abstract

Cyclic oligomers consisting of unsymmetrical anthracene units were designed as novel aromatic compounds. The Suzuki-Miyaura coupling of a 2-boryl-9-bromoanthracene precursor afforded the cyclic trimer and tetramer. X-ray crystallographic analysis revealed that the trimer took a highly strained propeller-like structure with short H···H contacts. In contrast, the tetramer took a saddle-shaped structure with minimal strain. Effects of ring size on UV-vis and fluorescence spectra and dynamic behavior are discussed in relation to the molecular structures.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC12340951PMC
http://dx.doi.org/10.1021/acs.orglett.5c02610DOI Listing

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