An Eco‐Friendly, Multicomponent Reaction for 2‐(5‐Amino‐4‐cyano‐1 <i>H</i> ‐1,2,3‐triazol‐1‐yl)‐ <i>N</i> ‐aryl Acetamides: A Fine Tunable Push‐Pull Chromophore With Photoelectrochemical Properties
Abstract Heterocyclic scaffolds with nitrogen atoms play a crucial role in biology and material science. 1,2,3‐Triazole containing push‐pull chromophores were tethered to aryl acetamides and studied for photoelectrochemical properties. The desired compounds were synthesized via nucleophilic substitution of 2‐chloro‐ N ‐aryl acetamides with azide followed by a 1,3‐dipolar cycloaddition reaction with malononitrile in the presence of a base under eco‐friendly, one‐pot reaction condition which avoids the isolation of the hazardous intermediate. The reaction condition tolerates a wide range of electron‐donating and electron‐withdrawing functional groups on the aryl ring with good yields, short reaction time and ease of operation. The oxidation potential and photocurrent measurements indicated that the presence of the electron‐withdrawing substituents afforded better results with a lower oxidation potential and higher photocurrent.
Authors
- Sakthivel Kandaiah (ORCID: https://orcid.org/0000-0003-4390-7705)
- Vipin A. Nair (ORCID: https://orcid.org/0000-0001-7018-6451)
- Gopal Lal Khatik (ORCID: https://orcid.org/0000-0002-3993-8114)
- Vamshikrishna Y. Radhakrishna
Institutions
- National Institute of Pharmaceutical Education and Research (IN)
- Amrita Vishwa Vidyapeetham (IN)
- REVA University (IN)
Publication Details
- Journal
- ChemistrySelect
- Published
- 2025-03-01
- DOI
- https://doi.org/10.1002/slct.202405781
- Citations
- 2
- Primary Topic
- Click Chemistry and Applications
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- Human Resource Development Group