Fine-Tuning of the Optical and Electrochemical Properties of Ruthenium(II) Complexes with 2-Arylbenzimidazoles and 4,4′-Dimethoxycarbonyl-2,2′-bipyridine

Author:

Lavrova Maria A.1,Verzun Stepan A.1,Mishurinskiy Sergey A.1,Sirotin Maxim A.12,Bykova Sofya K.3,Gontcharenko Victoria E.45ORCID,Mariasina Sofia S.167ORCID,Korshunov Vladislav M.58,Taydakov Ilya V.59,Belousov Yury A.15ORCID,Dolzhenko Vladimir D.110

Affiliation:

1. Chemistry Department, M.V. Lomonosov Moscow State University, Leninskie Gory Street, Building 1/3, 119234 Moscow, Russia

2. N.N. Semenov Federal Research Center for Chemical Physics, Kosygina Street 4, 119991 Moscow, Russia

3. Higher Chemical College of RAS, Mendeleev University of Chemical Technology, Miusskaya Square, 9, 125047 Moscow, Russia

4. Faculty of Chemistry, National Research University Higher School of Economics, 20 Miasnitskaya Street, 101000 Moscow, Russia

5. P.N. Lebedev Physical Institute of the Russian Academy of Sciences, 119991 Moscow, Russia

6. Faculty of Fundamental Medicine, Lomonosov Moscow State University, 119991 Moscow, Russia

7. Institute of Functional Genomics, Lomonosov Moscow State University, 119992 Moscow, Russia

8. Faculty of Fundamental Sciences, Bauman Moscow State Technical University, 105005 Moscow, Russia

9. Academic Department of Innovational Materials and Technologies Chemistry, G.V. Plekhanov Russian University of Economics, 36 Stremyannoy per., 117997 Moscow, Russia

10. N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky pr. 47, 119991 Moscow, Russia

Abstract

A series of cyclometalated complexes of ruthenium (II) with four different substituents in the aryl fragment of benzimidazole was synthesized in order to study the effect of substituent donation on the electronic structure of the substances. The resulting complexes were studied using X-ray diffraction, NMR spectroscopy, MALDI mass spectrometry, electron absorption spectroscopy, luminescence spectroscopy, and cyclic voltammetry as well as DFT/TDDFT was also used to interpret the results. All the complexes have intense absorption in the range of up to 700 nm, the triplet nature of the excited state was confirmed by measurement of luminescence decay. With an increase in substituent donation, a red shift of the absorption and emission bands occurs, and the lifetime of the excited state and the redox potential of the complex decrease. The combination of these properties shows that the complexes are excellent dyes and can be used as photosensitizers.

Funder

Russian Science Foundation

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

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