Spectroelectrochemical Properties of 1,10-Phenanthroline Substituted by Phenothiazine and Carbazole Redox-active Units

0544597 - ÚFCH JH 2022 RIV DE eng J - Journal Article
Wantulok, J. - Sokolová, Romana - Degano, I. - Kolivoška, Viliam - Nycz, J. E. - Fiedler, Jan
Spectroelectrochemical Properties of 1,10-Phenanthroline Substituted by Phenothiazine and Carbazole Redox-active Units.
ChemElectroChem. Roč. 8, č. 15 (2021), s. 2935-2943. ISSN 2196-0216. E-ISSN 2196-0216
R&D Projects: GA ČR(CZ) GA19-03160S
Institutional support: RVO:61388955
Keywords : breaking molecular symmetry * 1,10-Phenanthroline * electrochemistry * electrochemical oxidation and reduction
OECD category: Electrochemistry (dry cells, batteries, fuel cells, corrosion metals, electrolysis)
Impact factor: 4.782, year: 2021
Method of publishing: Open access

Complexes of 1,10-phenanthrolines with cations of transition metals have broad range of applications. This work aims at designing and investigating phenothiazine and carbazole substituted 1,10-phenanthrolines as ligands for future complexes with transient metal cations. The combined electrochemical, spectroelectrochemical and DFT studies were employed to demonstrate the effect of broken symmetry in substituted 4,7-di(phenothiazine)-1,10-phenanthrolines on their spectroelectrochemical properties. A reversible color change (new absorption band around 500 nm) due to phenothiazine radical cation was observed in the first oxidation step. Results further indicate that phenothiazine substituents behave as two equivalent but almost electronically isolated redox centres. The work additionally presents a comprehensive reaction mechanistic study of oxidation and reduction processes complemented by HPLC-MS/MS identification.

Permanent Link: http://hdl.handle.net/11104/0321437