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    Fullerene-catalyzed reduction of azo derivatives in water under UV irradiation

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    Type
    Article
    Authors
    Guo, Yong
    Li, Wengang cc
    Yan, Jingjing
    Moosa, Basem cc
    Amad, Maan H.
    Werth, Charles
    Khashab, Niveen M. cc
    KAUST Department
    Advanced Membranes and Porous Materials Research Center
    Analytical Chemistry Core Lab
    Biological and Environmental Sciences and Engineering (BESE) Division
    Chemical Science Program
    Core Labs
    Numerical Porous Media SRI Center (NumPor)
    Physical Science and Engineering (PSE) Division
    Smart Hybrid Materials (SHMs) lab
    Date
    2012-09-27
    Online Publication Date
    2012-09-27
    Print Publication Date
    2012-12
    Permanent link to this record
    http://hdl.handle.net/10754/562334
    
    Metadata
    Show full item record
    Abstract
    Metal-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.
    Citation
    Guo, Y., Li, W., Yan, J., Moosa, B., Amad, M., Werth, C. J., & Khashab, N. M. (2012). Fullerene-Catalyzed Reduction of Azo Derivatives in Water under UV Irradiation. Chemistry - An Asian Journal, 7(12), 2842–2847. doi:10.1002/asia.201200701
    Sponsors
    We are grateful to King Abdullah University of Science and Technology (KAUST) for financial support.
    Publisher
    Wiley
    Journal
    Chemistry - An Asian Journal
    DOI
    10.1002/asia.201200701
    PubMed ID
    23015411
    ae974a485f413a2113503eed53cd6c53
    10.1002/asia.201200701
    Scopus Count
    Collections
    Articles; Biological and Environmental Science and Engineering (BESE) Division; Advanced Membranes and Porous Materials Research Center; Analytical Chemistry Core Lab; Physical Science and Engineering (PSE) Division; Controlled Release and Delivery Laboratory; Chemical Science Program

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