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 avr. 2024
Accepted
23 mai 2024
First published
28 mai 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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements