A study of acridine and acridinium-substituted bis(terpyridine)zinc(II) and ruthenium(II) complexes as photosensitizers for O2 (1Δg) generation

Jens Eberhard; Katrin Peuntinger; Susann Rath; Beate Neumann; Hans-Georg Stammler; Dirk M. Guldi; Jochen Mattay

doi:10.1039/C3PP50349F

A study of acridine and acridinium-substituted bis(terpyridine)zinc(ii) and ruthenium(ii) complexes as photosensitizers for O₂ (¹Δ_g) generation†‡

Jens Eberhard,*^a Katrin Peuntinger,^b Susann Rath,^a Beate Neumann,^c Hans-Georg Stammler,^c Dirk M. Guldi^b and Jochen Mattay*^a

Author affiliations

* Corresponding authors

^a Organische Chemie I, Fakultät für Chemie, Universität Bielefeld, Universitätsstr. 25, 33501 Bielefeld, Germany
E-mail: mattay@uni-bielefeld.de, jens.eberhard@uni-bielefeld.de
Tel: +49 521 106 2072

^b Physikalische Chemie I, Department of Chemistry and Pharmacy and Interdisciplinary Center for Molecular Materials, Friedrich-Alexander-Universität Erlangen-Nürnberg, Egerlandstr. 3, 91058 Erlangen, Germany

^c Abteilung für Röntgenstrukturanalyse, Fakultät für Chemie, Universität Bielefeld, Universitätsstr. 25, 33501 Bielefeld, Germany

Abstract

The homoleptic zinc(II) and ruthenium(II) metal complexes of bis(tridentate) 9-acridine and 10-methyl-9-acridinium-substituted terpyridines were tested for their suitability as triplet photosensitizers (PS) using the photooxidation of 1,5-dihydroxynaphthalene (DHN) to Juglone as a model reaction. Singlet oxygen (O₂¹Δ_g) generation is superior or comparable to Ru(bpy)₃²⁺ for the acridine complexes, whereas the acridinium complexes are ineffective. The molecular structure of the bis(9-(5-([2,2′:6′,2′′-terpyridin]-4′-yl)thien-2-yl)-10-methylacridinium)zinc(II) complex ([Zn(MeATT)₂][PF₆]₄) is determined by X-ray structure analysis, whereas for other complexes DFT calculations were performed for structural parameters to obtain insights into their electronic properties.

This article is part of the themed collection: Dedicated to the memory of Prof. Nicholas J. Turro

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Article information

DOI: https://doi.org/10.1039/C3PP50349F
Article type: Paper
Submitted: 07 Oct 2013
Accepted: 28 Nov 2013
First published: 02 Dec 2013

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Photochem. Photobiol. Sci., 2014,13, 380-396

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A study of acridine and acridinium-substituted bis(terpyridine)zinc(II) and ruthenium(II) complexes as photosensitizers for O₂ (¹Δ_g) generation

J. Eberhard, K. Peuntinger, S. Rath, B. Neumann, H. Stammler, D. M. Guldi and J. Mattay, Photochem. Photobiol. Sci., 2014, 13, 380 DOI: 10.1039/C3PP50349F

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Photochemical & Photobiological Sciences