Efficient One-Pot Copper(I)-Catalyzed Azide–Alkyne Cycloaddition in Water: Triazole Synthesis, Catalytic Applications, DFT Studies, and Biological Evaluation
Chemistry and Biodiversity, cilt.23, sa.5, 2026 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 23 Sayı: 5
- Basım Tarihi: 2026
- Doi Numarası: 10.1002/cbdv.71280
- Dergi Adı: Chemistry and Biodiversity
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Chemical Abstracts Core, EMBASE, MEDLINE
- Anahtar Kelimeler: alkynes, azides, biological activities, click chemistry, copper N-heterocyclic carbene complex, DFT study, homogeneous catalysis
- İnönü Üniversitesi Adresli: Evet
Özet
A series of Cu–N-heterocyclic carbene (Cu–NHC) complexes (3a–e) was successfully synthesized and their structures verified by NMR, HRMS, and elemental analysis. These complexes displayed excellent catalytic performance in the 1,3-dipolar cycloaddition of alkynes with azides, producing 1,4-disubstituted triazoles (4a–e) in isolated yields of 80%–91%. The cycloaddition between phenylacetylene and various azides was also explored theoretically using DFT/B3LYP/6-311+G(d) methods. The cytotoxic properties of the obtained compounds were evaluated against A549, HCT116, and BEAS-2B cell lines, with several derivatives exhibiting significant anticancer activity. Moreover, their antioxidant potential was assessed through DPPH and ABTS radical-scavenging assays, in which compound 2 showed particularly strong performance.