Catechol-Bearing Dipyrazinylpyridine Complexes of Ruthenium(II)
✍ Scribed by Fahad A. Al-mutlaq; Pierre G. Potvin; Athanassios I. Philippopoulos; Polycarpos Falaras
- Publisher
- John Wiley and Sons
- Year
- 2007
- Tongue
- English
- Weight
- 140 KB
- Volume
- 2007
- Category
- Article
- ISSN
- 1434-1948
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✦ Synopsis
Abstract
The new tridentate ligand 4‐(3,4‐methylenedioxyphenyl)‐2,6‐dipyrazinylpyridine (2) was prepared in good yield in a one‐pot reaction. The Ru^II^ complexes Ru(2)~2~~2~ and Ru(1)(2)~2~ [1 is 2,6‐dipyrazinyl‐4‐(4‐tolyl)pyridine] were prepared in good yields and tested as photosensitizers against Ru(1)~2~~2~ and Ru(ttpy)~2~~2~ [ttpy is 4′‐(4‐tolyl)‐2,2′:6′,2″‐terpyridine]. The photosensitization ability follows the order Ru(1)~2~~2~ > Ru(1)(2)~2~ > Ru(2)~2~~2~ >> Ru(ttpy)~2~~2~, which is explainable in terms of mechanism and driving force. Hydrolysis of the methylene acetal function affords the catechol‐appended complexes Ru(3)~2~~2~ and Ru(1)(3)~2~ [3 is 4‐(3,4‐dihydroxyphenyl)‐2,6‐dipyrazinylpyridine] in excellent yields. These insoluble, paramagnetic precipitates when tested as photosensitizers in homogeneous solution and in one case adsorbed on titania are able to generate photocurrents in a photovoltaic cell, albeit more weakly compared to the so‐called N719 dye. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
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