Synthesis and Fluorescence of (E)‐3‐Aryl‐2‐(5‐aryl‐4H‐1,2,4‐triazol‐3‐yl) Acrylonitriles

Herein we report the synthesis of (E)‐3‐aryl‐2‐(5‐aryl‐4H‐1,2,4‐triazol‐3‐yl)acrylonitriles 3 a–k whose fluorescence properties have been investigated for the first time. A plausible reaction mechanism has been proposed to explain the total observed stereospecific formation of the E‐isomers of compo...

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Bibliographic Details
Published in:ChemistrySelect (Weinheim) 2021-07, Vol.6 (25), p.6360-6364
Main Authors: Zribi, Lazhar, Ismaili, Lhassane, Vieira‐Ferreira, Luís F., Ferreira‐Machado, Isabel L., Marco‐Contelles, José, Chabchoub, Fakher
Format: Article
Language:English
Subjects:
1,2,4-Triazoles
Absorption
Chemical Sciences
Fluorescence
Heterocycles
Organic chemistry
Synthetic Methods
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Summary:Herein we report the synthesis of (E)‐3‐aryl‐2‐(5‐aryl‐4H‐1,2,4‐triazol‐3‐yl)acrylonitriles 3 a–k whose fluorescence properties have been investigated for the first time. A plausible reaction mechanism has been proposed to explain the total observed stereospecific formation of the E‐isomers of compounds 3 a–k. The fluorescence analysis of compounds 3a‐f has revealed relatively low values of the fluorescence emission quantum yields in a range of ∼1 to 10 %, depending in the nature of the substituents. (E)‐3‐Aryl‐2‐(5‐aryl‐4H‐1,2,4‐triazol‐3‐yl)acrylonitriles 3a‐k, whose fluorescence properties have been investigated here for the first time, have been prepared in good yields, from 71 to 84% yields, in a very straightforward procedure.
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.202100571