Fullerene-catalyzed reduction of azo derivatives in water under UV irradiation
Amad, Maan H.
Khashab, Niveen M.
KAUST DepartmentAdvanced Membranes and Porous Materials Research Center
Analytical Chemistry Core Lab
Analytical Core Lab
Biological and Environmental Sciences and Engineering (BESE) Division
Chemical Science Program
Numerical Porous Media SRI Center (NumPor)
Physical Sciences and Engineering (PSE) Division
Smart Hybrid Materials (SHMs) lab
Online Publication Date2012-09-27
Print Publication Date2012-12
Permanent link to this recordhttp://hdl.handle.net/10754/562334
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AbstractMetal-free fullerene (C60) was found to be an effective catalyst for the reduction of azo groups in basic aqueous solution under UV irradiation in the presence of NaBH4. Use of NaBH4 by itself is not sufficient to reduce the azo dyes without the assistance of a metal catalyst such as Pd and Ag. Experimental and theoretical results suggest that C 60 catalyzes this reaction by using its vacant orbital to accept the electron in the bonding orbital of azo dyes, which leads to the activation of the N=N bond. UV irradiation increases the ability of C60 to interact with electron-donor moieties in azo dyes. Filling a vacancy: Experimental and theoretical methods have been combined to show that C60-catalyzed reductions of azo compounds form aromatic amines under UV irradiation (see scheme). The obtained results show that C60 acts as an electron acceptor to catalyze the reduction of azo compounds, and the role of UV irradiation is to increase the ability of C60 to interact with electron-donor moieties in azo compounds. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
SponsorsWe are grateful to King Abdullah University of Science and Technology (KAUST) for financial support.
JournalChemistry - An Asian Journal