Facile synthesis of catechol functionalized aziridinofullerenes for visible light photocatalysis applications

Abstract

Using nitrene chemistry, catechol functionalized aziridinofullerenes (CAC(60)) were synthesized by reacting N-(3-azidopropyl)-2-(3,4-dihydroxyphenyl)acetamide with C-60. Synthesis of CAC(60) was confirmed by Fourier-transform infrared, Raman and X-ray photoelectron spectroscopies, and Thermogravimetric analysis. The photocatalytic activity of CAC(60) was evaluated by measuring photodegradation of a pharmaceutical compound, cimetidine. CAC(60) exhibited the instantaneous adsorption of cimetidine, followed by effective photooxidation under visible as well as ultraviolet irradiations. From the comparison of photodegradation behaviors of unmodified control C-60, amine functionalized aziridinofullerenes, and CAC(60), we concluded that the aziridine and catechol moieties were responsible for the visible light activity and hydrophilicity of CAC(60), respectively. (C) 2013 Elsevier B.V. All rights reserved.