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A Novel Oxidation of Valine by N-Bromophthalimide in the Presence of Ruthenium(III) Chloride as a Homogeneous Catalyst

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Abstract

Kinetics of Ruthenium(III) [Ru(III)] chloride catalyzed oxidation of valine (Val) has been studied by N-bromophthalimide (NBP) in the acidic medium at 35 °C. The reaction rate follows first-order and zero-order dependence with respect to [NBP] and [Val]. First-order kinetics was observed for Ru(III) chloride at low range of concentrations and tending towards zero-order at higher concentrations. A negative effect was observed for [H+] and [phthalimide], while a positive effect was observed for [Cl−] on the reaction rate. Hg(OAc)2, ionic strength (I), and dielectric constant (D) of the medium did not change significantly the reaction rate. The rate constants as a function of temperature (298–318 K) were used to calculate activation parameters of the oxidation of Val by NBP. A plausible mechanism was proposed to explain the results of kinetic studies, reaction stoichiometry and product analysis.

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Acknowledgment

One of us (A. K. Singh) is thankful to UGC, Regional office, Bhopal, MP, India for Research Project grants.

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Authors and Affiliations

  1. Department of Chemistry, Govt. V. Y.T. PG. Autonomous College, Durg (C.G.), India

    Ajaya Kumar Singh, Bhawana Jain & Reena Negi

  2. Department of Chemistry, Kalyan Mahavidyalaya, Bhilai Nagar, Sect-7, Bhilai, India

    Yokraj Katre

  3. Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka, Japan

    Surya Prakash Singh

  4. Chemistry Department, Florida Institute of Technology, Melbourne, FL, 32901, USA

    Virender K. Sharma

Authors
  1. Ajaya Kumar Singh
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  2. Bhawana Jain
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  3. Reena Negi
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  4. Yokraj Katre
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  5. Surya Prakash Singh
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  6. Virender K. Sharma
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Correspondence to Ajaya Kumar Singh.

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Singh, A.K., Jain, B., Negi, R. et al. A Novel Oxidation of Valine by N-Bromophthalimide in the Presence of Ruthenium(III) Chloride as a Homogeneous Catalyst. Catal Lett 131, 98–104 (2009). https://doi.org/10.1007/s10562-009-9891-4

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