Synthesis, characterization, and electrochemical properties of ferrocenyl-based 1,4-disubstituted-1,2,3-triazole derivatives

The synthesis and characterization of the two new ferrocenyl-based 1,4-disubstituted-1,2,3-triazole compounds 4 (1,1 '-bis[[(4-ferrocenyl-1,2,3-triazol-1-yl-methyl)dimethylsilyl]ethyl]ferrocene) and 8 (1,1 ',2,2`-tetrakis[[(4-ferrocenyl-1,2,3-triazol-1-yl-methyl)dimethylsilyl]ethyl]ferrocene) is reported. The molecular structure of 4 in the solid state was determined by single crystal X-ray structure analysis and a detailed structural analysis of the noncovalent interactions and their evaluation using Hirshfeld surface analysis is reported, evidencing the importance of C-H center dot center dot center dot N, pi center dot center dot center dot pi, C-H center dot center dot center dot pi, C-H center dot center dot center dot C interactions and C-H center dot center dot center dot H-C contacts. The electrochemical characteristics of 4 and 8, were investigated using cyclic voltammetry (CV) and square wave voltammetry (SWV). Finally, quantum-chemical calculations were performed to gain further structural and electronic information.