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<p>The synthesis of 5-([1,1′-diphenyl]-4-yl)thiophene-2-substituted 1,3,4-oxadiazole, 1,3,4-thiadiazole, benzo[1,2-<i>d</i>:4,3-<i>d</i>′]bis(thiazole), 1,2,4-triazole, and 1,3,4-selenadiazole is reported. The optical, electrochemical, and electronic properties of these compounds and 2,5-bis(3-decyl-5′-phenyl-[2,2′-dithiophen]-5-yl)-1,3,4-oxadiazole were studied. The influence of the nature of the central acceptor heterocycle and side donor blocks on the band gap, position of the frontier orbitals, and photophysical properties was established. It is shown that successive replacement of phenyl units of the conjugated chain by thiophene rings leads to a narrowing of the band gap and to a decrease in the fluorescence quantum yield.</p>

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Conjugated systems based on azoles: synthesis, photophysical, and electrochemical properties

  • 期刊论文

  • 发表日期：

    2025年10月1日

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  • A. S. Kostyuchenko,
  • E. B. Uliankin,
  • T. Yu. Zheleznova,
  • A. L. Samsonenko,
  • S. A. Chernenko,
  • A. L. Shatsauskas,
  • V. Yu. Shuvalov,
  • A. S. Fisyuk

摘要

The synthesis of 5-([1,1′-diphenyl]-4-yl)thiophene-2-substituted 1,3,4-oxadiazole, 1,3,4-thiadiazole, benzo[1,2-d:4,3-d′]bis(thiazole), 1,2,4-triazole, and 1,3,4-selenadiazole is reported. The optical, electrochemical, and electronic properties of these compounds and 2,5-bis(3-decyl-5′-phenyl-[2,2′-dithiophen]-5-yl)-1,3,4-oxadiazole were studied. The influence of the nature of the central acceptor heterocycle and side donor blocks on the band gap, position of the frontier orbitals, and photophysical properties was established. It is shown that successive replacement of phenyl units of the conjugated chain by thiophene rings leads to a narrowing of the band gap and to a decrease in the fluorescence quantum yield.