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

Handle URI:
http://hdl.handle.net/10754/562334
Title:
Fullerene-catalyzed reduction of azo derivatives in water under UV irradiation
Authors:
Guo, Yong; Li, Wengang ( 0000-0002-1838-8360 ) ; Yan, Jingjing; Moosa, Basem ( 0000-0002-2350-4100 ) ; Amad, Maan H.; Werth, Charles; Khashab, Niveen M. ( 0000-0003-2728-0666 )
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.
KAUST Department:
Biological and Environmental Sciences and Engineering (BESE) Division; Numerical Porous Media SRI Center (NumPor); Analytical Core Lab; Advanced Membranes and Porous Materials Research Center; Physical Sciences and Engineering (PSE) Division; Chemical Science Program; Core Labs; Smart Hybrid Materials (SHMs) lab
Publisher:
Wiley-Blackwell
Journal:
Chemistry - An Asian Journal
Issue Date:
27-Sep-2012
DOI:
10.1002/asia.201200701
Type:
Article
ISSN:
18614728
Sponsors:
We are grateful to King Abdullah University of Science and Technology (KAUST) for financial support.
Appears in Collections:
Articles; Advanced Membranes and Porous Materials Research Center; Analytical Core Lab; Physical Sciences and Engineering (PSE) Division; Controlled Release and Delivery Laboratory; Chemical Science Program; Biological and Environmental Sciences and Engineering (BESE) Division

Full metadata record

DC FieldValue Language
dc.contributor.authorGuo, Yongen
dc.contributor.authorLi, Wengangen
dc.contributor.authorYan, Jingjingen
dc.contributor.authorMoosa, Basemen
dc.contributor.authorAmad, Maan H.en
dc.contributor.authorWerth, Charlesen
dc.contributor.authorKhashab, Niveen M.en
dc.date.accessioned2015-08-03T10:01:19Zen
dc.date.available2015-08-03T10:01:19Zen
dc.date.issued2012-09-27en
dc.identifier.issn18614728en
dc.identifier.doi10.1002/asia.201200701en
dc.identifier.urihttp://hdl.handle.net/10754/562334en
dc.description.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.en
dc.description.sponsorshipWe are grateful to King Abdullah University of Science and Technology (KAUST) for financial support.en
dc.publisherWiley-Blackwellen
dc.subjectaminesen
dc.subjectazo compoundsen
dc.subjectelectron transferen
dc.subjectfullerenesen
dc.subjectheterogeneous catalysisen
dc.titleFullerene-catalyzed reduction of azo derivatives in water under UV irradiationen
dc.typeArticleen
dc.contributor.departmentBiological and Environmental Sciences and Engineering (BESE) Divisionen
dc.contributor.departmentNumerical Porous Media SRI Center (NumPor)en
dc.contributor.departmentAnalytical Core Laben
dc.contributor.departmentAdvanced Membranes and Porous Materials Research Centeren
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.contributor.departmentChemical Science Programen
dc.contributor.departmentCore Labsen
dc.contributor.departmentSmart Hybrid Materials (SHMs) laben
dc.identifier.journalChemistry - An Asian Journalen
dc.contributor.institutionDepartment of Civil and Environmental Engineering, University of Illinois at Urbana-Champaign, Urbana, IL 61801, United Statesen
kaust.authorGuo, Yongen
kaust.authorLi, Wengangen
kaust.authorMoosa, Basemen
kaust.authorAmad, Maan H.en
kaust.authorKhashab, Niveen M.en
kaust.authorYan, Jingjingen
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