Sensitized photodecomposition of organic bisphosphonates by singlet oxygen

Hanson, Kenneth, Ashford, Dennis L, Concepcion, Javier J., Binstead, Robert A., Habibi, Sohrab, Luo, Hanlin, Glasson, Christopher R.K., Templeton, Joseph L., and Meyer, Thomas J. (2012) Sensitized photodecomposition of organic bisphosphonates by singlet oxygen. Journal of the American Chemical Society, 134 (41). pp. 16975-16978.

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Abstract

During efforts to stabilize metal oxide bound chromophores for photoelectrochemical applications, a novel photochemical reaction has been discovered. In the reaction, the bisphosphonate functional groups −C(PO3H2)2(OH) in the metal complex [Ru(bpy)2(4,4'-(C(OH)(PO3H2)2bpy)]2+ are converted into −COOH and H3PO4. The reaction occurs by sensitized formation of 1O2 by the lowest metal-to-ligand charge transfer excited state(s) of [Ru(bpy)2(4,4'-(C(PO3H2)2(OH))2(bpy))]2+* followed by 1O2 oxidation of the bisphosphonate substituent. A related reaction occurs for the bisphosphonate-based drug, risedronic acid, in the presence of O2, light, and a singlet oxygen sensitizer ([Ru(bpy)3]2+ or Rose Bengal).

Item ID: 33458
Item Type: Article (Research - C1)
ISSN: 1520-5126
Funders: US Department of Energy (DOE)
Projects and Grants: DOE Award DE-SC0001011, DOE Award DE-FG02-06ER15788, DOE Award DE-EE0003188
Date Deposited: 29 May 2014 04:39
FoR Codes: 03 CHEMICAL SCIENCES > 0302 Inorganic Chemistry > 030207 Transition Metal Chemistry @ 50%
03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis @ 50%
SEO Codes: 85 ENERGY > 8505 Renewable Energy > 850504 Solar-Photovoltaic Energy @ 50%
97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 50%
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