Synthesis of ferrocenyl based β-hydroxy-1,2,3-triazoles and study of electrochemical properties via click reaction

A series of ferrocenyl-based beta-hydroxy-1,2,3-triazole derivatives were synthesized from a reaction be-tween ferrocenyl-based beta-hydroxy azide derivatives and some terminal alkynes such as phenylacetylene, propargyl alcohol, and (2-propynyloxy) alkylferrocenes through the click reaction under CuI as catalyst. Ferrocenyl-based beta-hydroxy azides were synthesized from ring-opening reaction of ferrocenyl-based gly-cidyl ethers with sodium azide in the mixture of water and methanol and ammonium chloride as catalyst. Ferrocenyl-based glycidyl ethers derivatives were synthesized via a reaction of epichlorohydrin with 4-ferrocenylbutanol and 3-ferrocenylpropanol in the presence of NaOH and tetrabutylammonium iodide as phase transfer catalyst. Structures of synthesized compounds were elucidated by common spectroscopy techniques such as FT-IR, 1 H NMR, and 13 C NMR and CHN elemental analysis. Electrochemical and opti-cal properties of these ferrocenyl-based derivatives were studied by cyclic voltammetry and UV-Visible experiments, respectively.(c) 2022 Elsevier B.V. All rights reserved.