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Hydrogenation of substituted nitroarenes by a polymer-bound palladium(II) Schiff base catalyst

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Abstract

The catalytic activity of a polymer-bound palladium Schiff base catalyst was investigated toward the reduction of aryl nitro compounds under ambient temperature and pressure. The dependence of the rate of hydrogenation of o-nitroaniline and o-nitrotoluene on substrate concentration, catalyst concentration and temperature has been determined. Based on the results obtained a plausible mechanism for the hydrogenation reaction is proposed and a rate expression is deduced. The energy and entropy of activation have been evaluated from the kinetic data. The polymer-bound catalyst was found to be better than its homogeneous analog PdCl2(NSBA) [NSBA = N-salicylidene benzylamine] for both stability and reusability. Recycling studies revealed that the catalyst could be used six times without metal leaching or significant loss in activity.

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Acknowledgments

The authors would like to thank UGC for DRS program, Thermax India Ltd for providing chloromethylated polystyrene divinyl benzene beads.

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Authors and Affiliations

  1. Department of Chemistry, Central College Campus, Bangalore University, Bangalore, 560001, India

    S. Alexander, V. Udayakumar & V. Gayathri

  2. Department of Chemistry, St. Joseph’s College P.G. Center, Bangalore, 560027, India

    N. Nagaraju

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  1. S. Alexander
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  2. V. Udayakumar
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  3. N. Nagaraju
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  4. V. Gayathri
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Correspondence to V. Gayathri.

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Alexander, S., Udayakumar, V., Nagaraju, N. et al. Hydrogenation of substituted nitroarenes by a polymer-bound palladium(II) Schiff base catalyst. Transition Met Chem 35, 247–251 (2010). https://doi.org/10.1007/s11243-009-9320-y

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  • DOI: https://doi.org/10.1007/s11243-009-9320-y

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