Ferrocenyl thiazoles: synthesis and properties

Add time:09/03/2019    Source:sciencedirect.com

A set of ferrocenyl-substituted thiazoles 2 and 3 were designed and synthesized by Pd-catalyzed Sonogashira cross-coupling reaction. Their [2+2] cycloaddition–reteroelectrocyclization reaction with tetracyanoethene resulted in strong intramolecular charge transfer (ICT) chromophores 4 and 5. The electronic absorption spectra of 4 and 5 exhibit strong ICT bands in the near infrared (NIR) region. The electrochemical studies of ferrocenyl thiazoles 4 and 5 exhibit multistep redox waves. The computational studies show good agreement with the experimental results. The incorporation of 1,1,4,4-tetracyanobuta-1,3-diene (TCBD) unit results is improved thermal stability of ferrocenyl thiazoles.

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