Scholarlink

Abstract <p><b>Objective:</b> A new library of arylidene-imidazolones and arylidene-rhodanines with an extended π-system is presented.<b> Methods:</b> A tandem Wittig-hydrolysis reaction was used for the synthesis of cinnamaldehydes. Arylallylidene-imidazolones were synthesized through formation of imines of the corresponding cinnamaldehydes and subsequent [3+2] cycloaddition reaction. Knoevenagel condensation of the corresponding cinnamaldehydes with rhodanine was used for the synthesis of arylallylidene-rhodanines. The optical properties of all the new compounds were studied. <b>Results and Discussion:</b> We discovered that the new substances are characterized by a noticeable bathochromic shift of the absorption and emission maxima, as well as by a remarkable Stokes shift and a significant FQY variation depending on the properties of the medium. <b>Conclusions:</b> We designed a new series of arylidene-azolones with an extended system of conjugated bonds, that can be potentially applicable as fluorogenic dyes and polarity sensors.</p>

错误：搜索内容不能为空，请输入英文关键词
错误：关键词超出字数限制，请精简
高级检索

New Potential Fluorogenic Dyes with an Extended π-System Based on Arylidene-Azolones

  • 期刊论文

  • 发表日期：

    2025年4月6日

查看全文
  • S. A. Krasnova,
  • A. V. Eshtukov-Shcheglov,
  • A. Yu. Smirnov,
  • Yu. A. Bogdanova,
  • M. S. Baranov

摘要

Abstract

Objective: A new library of arylidene-imidazolones and arylidene-rhodanines with an extended π-system is presented. Methods: A tandem Wittig-hydrolysis reaction was used for the synthesis of cinnamaldehydes. Arylallylidene-imidazolones were synthesized through formation of imines of the corresponding cinnamaldehydes and subsequent [3+2] cycloaddition reaction. Knoevenagel condensation of the corresponding cinnamaldehydes with rhodanine was used for the synthesis of arylallylidene-rhodanines. The optical properties of all the new compounds were studied. Results and Discussion: We discovered that the new substances are characterized by a noticeable bathochromic shift of the absorption and emission maxima, as well as by a remarkable Stokes shift and a significant FQY variation depending on the properties of the medium. Conclusions: We designed a new series of arylidene-azolones with an extended system of conjugated bonds, that can be potentially applicable as fluorogenic dyes and polarity sensors.