Influence of the substituent D/A at the 1,2,3-triazole ring on novel terpyridine derivatives: synthesis and properties

Dawid Zych; Aneta Slodek; Dżastin Zimny; Sylwia Golba; Katarzyna Malarz; Anna Mrozek-Wilczkiewicz

doi:10.1039/c9ra02655j

Influence of the substituent D/A at the 1,2,3-triazole ring on novel terpyridine derivatives: synthesis and properties

RSC Adv. 2019 May 28;9(29):16554-16564. doi: 10.1039/c9ra02655j. eCollection 2019 May 24.

Authors

Dawid Zych¹, Aneta Slodek¹, Dżastin Zimny¹, Sylwia Golba², Katarzyna Malarz³, Anna Mrozek-Wilczkiewicz³

Affiliations

¹ Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia Szkolna 9 40-007 Katowice Poland dawidzych92@gmail.com.
² Institute of Materials Science, University of Silesia 75 Pulku Piechoty 1A 41-500 Chorzów Poland.
³ A. Chełkowski Institute of Physics, Faculty of Mathematics, Physics and Chemistry, Silesian Center for Education and Interdisciplinary Research, University of Silesia 75 Pulku Piechoty 1A 41-500 Chorzów Poland.

Abstract

In this study, we newly designed and developed a synthesis route based on the 1,3-dipolar cycloaddition of the derivatives of 4'-(1,2,3-triazol-4-yl)phenyl-2,2':6',2''-terpyridine with various (hetero)aryl substituents, differing in electronic character, on a triazol ring. The obtained compounds were comprehensively characterized by UV-Vis spectroscopy and electrochemical and thermal studies. Moreover, preliminary biological tests were conducted. The investigation allowed the selection of materials with the most promising properties with particular emphasis on the nature of the substituents. In addition, theoretical studies (DFT and TD-DFT) were performed to verify the comprehensive understanding of experimental results.