Issue 11, 2016

C2-Symmetric ferrocenyl bisthiazoles: synthesis, photophysical, electrochemical and DFT studies

Abstract

A series of donor–acceptor ferrocenyl substituted bisthiazoles 3–8 were designed and synthesized by the Pd-catalyzed Suzuki, Heck, and Sonogashira cross-coupling reactions. Their photophysical, electrochemical and computational studies reveal strong donor–acceptor interactions. The photonic and electrochemical studies show that the ferrocenyl bisthiazoles with vinyl linkage ferrocenyl-bisthiazole 4, show better electronic communication compared to rest of the ferrocenyl bisthiazoles. The time dependent density functional theory (TD-DFT) calculation at B3LYP on the ferrocenyl substituted bisthiazoles 3–5 was performed, in which the ferrocenyl-bisthiazole 4 shows strong donor–acceptor interactions compared to the Fc-bisthiazoles 3 and 5. The thermal stability of the ferrocenyl substituted bisthiazoles 3–8 is reported, in which Fc-bisthiazole 8 shows high thermal stability. The single crystal structures of ferrocenyl-bisthiazoles 3 and 5 are reported.

Graphical abstract: C 2-Symmetric ferrocenyl bisthiazoles: synthesis, photophysical, electrochemical and DFT studies

Supplementary files

Article information

Article type
Paper
Submitted
23 Dec 2015
Accepted
04 Feb 2016
First published
04 Feb 2016

Dalton Trans., 2016,45, 4802-4809

C 2-Symmetric ferrocenyl bisthiazoles: synthesis, photophysical, electrochemical and DFT studies

R. Maragani, P. Gautam, S. M. Mobin and R. Misra, Dalton Trans., 2016, 45, 4802 DOI: 10.1039/C5DT04988A

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