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Reduced Knoevenagel Reaction of Acetetracenylene-1,2-dione with Acceptor Units for Luminescent Tetracene Derivatives.

Matsuo, Yutaka; Yu, Chu-Guo; Nakagawa, Takafumi; Okada, Hiroshi; Ueno, Hiroshi; Sun, Tian-Ge; Zhong, Yu-Wu.
J Org Chem; 84(4): 2339-2345, 2019 Feb 15.
Artigo em Inglês | MEDLINE | ID: mdl-30656930
Acetetracenylene-1,2-dione reacted with 3-ethylrhodanine in the presence of piperidine and Hantzsch ester via a Knoevenagel condensation-reduction sequence to give a tetracene-rhodanine adduct. This reduced Knoevenagel product exhibited magenta luminescence with a fluorescence quantum yield of φ = 0.34 and fluorescence lifetime of τ = 13.2 ns in toluene. Electrochemical studies and charge carrier transport measurements revealed ambipolar properties with hole and electron mobilities of 5.1 × 10-7 and 1.6 × 10-4 cm2/(V s), respectively.
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