Issue 24, 2024

Synthesis of Ru(ii) and Os(ii) photosensitizers bearing one 9,10-diamino-1,4,5,8-tetraazaphenanthrene scaffold

Abstract

The synthesis of eight Ru(II) and Os(II) photosensitizers bearing a common 9,10-disubstituted-1,4,5,8-tetraazaphenanthrene backbone is reported. With Os(II) photosensitizers, the 9,10-diNH2-1,4,5,8-tetraazaphenanthrene could be directly chelated onto the metal center via the heteroaromatic moiety, whereas similar conditions using Ru(II) resulted in the formation of an o-quinonediimine derivative. Hence, an alternative route, proceeding via the chelation of 9-NH2-10-NO2-1,4,5,8-tetraazaphenanthrene and subsequent ligand reduction of the corresponding photosensitizers was developed. Photosensitizers chelated via the polypyridyl-type moiety exhibited classical photophysical properties whereas the o-quinonediimine chelated Ru(II) analogues exhibited red-shifted absorption (520 nm) and no photoluminescence at room temperature in acetonitrile. The most promising photosensitizers were investigated for excited-state quenching with guanosine-5′-monophosphate in aqueous buffered conditions where reductive excited-state electron transfer was observed by nanosecond transient absorption spectroscopy.

Graphical abstract: Synthesis of Ru(ii) and Os(ii) photosensitizers bearing one 9,10-diamino-1,4,5,8-tetraazaphenanthrene scaffold

Supplementary files

Article information

Article type
Paper
Submitted
12 abr. 2024
Accepted
23 may. 2024
First published
28 may. 2024

Dalton Trans., 2024,53, 10270-10284

Synthesis of Ru(II) and Os(II) photosensitizers bearing one 9,10-diamino-1,4,5,8-tetraazaphenanthrene scaffold

S. De Kreijger, E. Cauët, B. Elias and L. Troian-Gautier, Dalton Trans., 2024, 53, 10270 DOI: 10.1039/D4DT01077A

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