Synthesis and Electronic Properties of Length-Defined 9,10-Anthrylene-Butadiynylene Oligomers.

J Org Chem

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

Published: May 2018

Linear π-conjugated oligomers consisting of anthracene and diacetylene units were readily synthesized by a one-pot process that involved desilylation and oxidative coupling from appropriate building units. We were able to isolate length-defined oligomers ranging from 2-mer to 6-mer as stable and soluble solids. The bathochromic shifts in the UV-vis spectra suggested that the π-conjugation was extended with elongation of the linear chain. Cyclic voltammetric measurements showed characteristic reversible oxidation waves that were dependent on the number of anthracene units.

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http://dx.doi.org/10.1021/acs.joc.8b00311DOI Listing

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