Issue 14, 2011

Synthesis, crystal structure, electrochemistry and in situFTIR spectroelectrochemistry of a bisferrocene pyrazole derivative

Abstract

One novel bisferrocene pyrazole derivative, bis [2-(5-trifluoromethyl-3-ferrocenyl) pyrazolyl] methane (abbreviated as (3)), was synthesized and fully characterized. A single crystal of (3) was obtained and solved by X-ray diffraction analysis. The bisferrocene derivative exhibits MLCT (metal to ligand charge transfer) and π→π* transitions in the UV-visible range, which have been verified by density functional theory (DFT) calculations. Its electrochemical properties were studied with the aid of cyclic voltammetry (CV), differential pulse voltammetry (DPV) and rapid scan time-resolved Fourier transform infrared spectroscopy (RS-TRS FT-IR) analysis. Furthermore, the electrochemical mechanism was elucidated based on the results from the cyclic voltabsorptometry (CVA) determination technique. (3) apparently shows a single wave in the cyclic voltammetric experiments which indicates there is no intermediate, however, the intermediate of (3) was observed by employing the RS-TRS FT-IR spectroelectrochemistry technique. The detailed investigation brought us safely to the conclusion that the methylene can also act as a linker, leading to electronic communication in either D–π–D and A–π–A systems.

Graphical abstract: Synthesis, crystal structure, electrochemistry and in situFTIR spectroelectrochemistry of a bisferrocene pyrazole derivative

Supplementary files

Article information

Article type
Paper
Submitted
28 Nov 2010
Accepted
18 Jan 2011
First published
01 Mar 2011

Dalton Trans., 2011,40, 3510-3516

Synthesis, crystal structure, electrochemistry and in situFTIR spectroelectrochemistry of a bisferrocene pyrazole derivative

Q. Zhang, W. Song, A. M. Showkot Hossain, Z. Liu, G. Hu, Y. Tian, J. Wu, B. Jin, H. Zhou, J. Yang and S. Zhang, Dalton Trans., 2011, 40, 3510 DOI: 10.1039/C0DT01648A

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