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Please use this identifier to cite or link to this item: http://repository.iitr.ac.in/handle/123456789/25233
Title: Bis(2-[α-hydroxyethyl]benzimidazolato)copper(II) anchored onto chloromethylated polystyrene for the biomimetic oxidative coupling of 2-aminophenol to 2-aminophenoxazine-3-one
Authors: Maurya, Mannar Ram
Sikarwar S.
Joseph T.
Halligudi S.B.
Published in: Journal of Molecular Catalysis A: Chemical
Abstract: 2-(α-Hydroxyethyl)benzimidazole (Hhebmz) has been covalently anchored to chloromethylated polystyrene cross-linked with 5% divinylbenzene. This polymer-anchored chelating resin reacts with cupric acetate in presence of Hhebmz to give polymer-anchored copper(II) complex PS-[Cu(hebmz)2]. Elemental analyses, FT-IR, electronic, scanning electron micrographs (SEM) and TGA-DTA pattern have been used to characterize the complex. Oxidative coupling of 2-aminophenol (OAP) to 2-aminophenoxazine-3-one (APX) catalyzed by PS-[Cu(hebmz)2] in presence of air at 70 °C in DMF gave 62% substrate conversion over a period of 8 h. Kinetics of the above reaction indicated that the rate of oxidative coupling of OAP has a first order dependence with respect to substrate, catalyst and air pressure (dissolved O2) concentrations in the range of conditions evaluated. Based on these observations, a plausible mechanism for the above reaction has been proposed. From, the study on the effect of temperature on the rates of oxidative coupling, an activation energy 34.2 kcal/degree mole was evaluated from Arrhenius plot of -ln rate versus 1/T. Enthalpy, entropy and free energy were calculated using standard thermodynamic equations for the above reaction. © 2005 Elsevier B.V. All rights reserved.
Citation: Journal of Molecular Catalysis A: Chemical, 236(44593): 132-138
URI: https://doi.org/10.1016/j.molcata.2005.02.034
http://repository.iitr.ac.in/handle/123456789/25233
Issue Date: 2005
Keywords: 2-Aminophenol
2-Aminophenoxazine-3-one
Bis(2-[α-hydroxyethyl]benzimidazolato)copper(II)
Chloromethylated polystyrene
Oxidative coupling
ISSN: 13811169
Author Scopus IDs: 7005255411
8641874100
7101924050
7005715889
Author Affiliations: Maurya, M.R., Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee 247667, India
Sikarwar, S., Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee 247667, India
Joseph, T., Inorganic Chemistry and Catalysis Division, National Chemical Laboratory, Pune 411008, India
Halligudi, S.B., Inorganic Chemistry and Catalysis Division, National Chemical Laboratory, Pune 411008, India
Funding Details: S.S. is thankful to Indian Institute of Technology for institute fellowship and financial support of the work. Authors are thankful to Director, NCL for allowing the joint work. Indian Institute of Technology Delhi, IIITD
Corresponding Author: Maurya, M.R.; Department of Chemistry, , Roorkee 247667, India; email: rkmanfcy@iitr.ernet.in
Appears in Collections:Journal Publications [CY]

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