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

Author:
Nagaoka, Maiko, Tsurumaki, Eiji, Nishiuchi, Mai, Iwanaga, Tetsuo, Toyota, Shinji
Source:
Journal of organic chemistry 2018 v.83 no.10 pp. 5784-5790
ISSN:
1520-6904
Subject:
anthracenes, chemical structure, organic chemistry, oxidation, total soluble solids
Abstract:
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.
Agid:
6047139