Oxidation of L-leucine by alkaline diperiodatoargentate(III) deamination and decarboxylation: A kinetic and mechanistic study

Industrial and Engineering Chemistry Research

Volumn 45, Issue 24, 2006, Pages 8029-8035

  Hiremath, Chanabasayya V ^a   Kulkarni, Suresh D ^a   Nandibewoor, Sharanappa T ^a  

^a KARNATAK UNIVERSITY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALINITY; CHEMICAL ACTIVATION; IONIC STRENGTH; OXIDATION; REACTION KINETICS; SPECTROPHOTOMETRY;

DECARBOXYLATION; DIPERIODATOARGENTATE;

AMINO ACIDS;

ALKALINITY; AMINO ACIDS; CHEMICAL ACTIVATION; IONIC STRENGTH; OXIDATION; REACTION KINETICS; SPECTROPHOTOMETRY;

EID: 33845341105     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie060612d     Document Type: Article

References (33)

1. Lalo, D.; Mahanti, M. M. Kinetics of Oxidation of Amino Acids by Alkaline Hexacyanoferrate(III). J. Chem. Soc., Dalton Trans. 1990, 311.
2. Bal Reddy, K.; Sethuram, B.; Navaneeth Rao, T. Kinetics of Oxidative Deamination and Decarboxylation of Some Amino Acids by Diperiodatocuprate(III) in Alkaline Medium. Indian J. Chem. 1981, 20A. 395.
3. Sethuram, B. Some Aspects of Electron-Transfer Reactions Involving Organic Molecules; Allied Publishers (P) Ltd.: New Delhi, 2003; p 151.
4. Jaiswal, P. K.; Yadava, K. L. Silver(III) as an Oxidative Titrant Determination of Some Sugars, Carboxylic Acids and Inorganic Ions. Talanta 1970, 17, 236.
5. Jayaprakash Rao, P.; Sethuram, B.; Navaneeth Rao, T. Kinetics of Oxidative Deamination of Some Amino Acids by Diperiodatoargentate-(III) in Alkaline Medium. React. Kinet. Catal. Lett. 1985, 29, 289.
6. Venkata Krishna, K.; Jayaprakash Rao, P. Kinetics and Mechanism of Oxidation of Pyrimidine Nucleobases by Diperiodatoargentate(III) in Aqueous Alkaline Medium. Indian J. Chem. 1998, 37A, 1106.
7. Kumar, A.; Kumar, P.; Ramamurthy, P. Kinetics of oxidation of Glycine and Related Substrates by Diperiodatoargentate(III). Polyhedron 1999, 18, 773.
8. Kumar, A.; Kumar, P. Kinetics and Mechanism of Oxidation of Nitrilotriacetic Acid by Diperiodatoargentate(III). J. Phys. Org. Chem. 1999, 12, 79.
9. Kumar, A,; Vaishali; Ramamurthy, P. Kinetics and Mechanism of Oxidation of Ethylenediamine and Related Compounds by Diperiodatoargentate(III) ion Int. J. Chem. Kinet. 2000, 32, 286.
10. Panigrahi, G. P.; Misro, P. K. Kinetics and Mechanism of Os(VIII)-Catalysed Oxidation of Aromatic Aldehydes by Sodium Periodate. Indian J. Chem. 1977, 15A, 1066.
11. Cohen, G. L.; Atkinson, G. The Chemistry of Argentic Oxide. The Formation of a Silver(III) Complex with Periodate in Basic Solution. Inorg. Chem. 1964, 3, 1741.
12. Jeffery, G. H.; Bassett, J.; Mendham, J.; Denney, R. C. Vogel's Textbook of Quantitative Chemical Analysis, 5th ed.; Longmans Singapore Publishers Pvt. Ltd.: Singapore, 1975; p 467.
13. Fiegl, F. Spot Tests in Organic Analysis; Elsevier: New York, 1975; p 212.
14. Frost, A. A.; Pearson, R. G. Kinetics and Mechanism; Wiley Eastern Ltd.: New Delhi, 1970.
15. Krishenbaum, L. J.; Mrozowski, L. Kinetics of Silver(III) Decomposition in Dilute Acid. Inorg. Chem. 1978, 17, 3718.
16. Banerjee, R.; Das, K.; Das, A.; Dasgupta, S. Kinetics of Silver-(I)-Catalysed Oxidation of Formic Acid by the [Ethylenebis(biguanide)]- silver(III) Cation in Acid Perchlorate Media. Inorg. Chem. 1989, 28, 585.
17. Chang, R. Physical Chemistry with Applications to Biological System; Macmillan: New York, 1981; p 326.
18. Crouthamel, C. E.; Meek, H. V.; Martin D. S.; Banus, C. V. Spectrophotometric Studies of Dilute Aqueous Periodate Solutions. J. Am. Chem. Soc. 1949, 71, 3031.
19. Sethuram, B. Some Aspects of Electron-Transfer Reactions Involving Organic Molecules; Allied Publishers (P) Ltd.: New Delhi, 2003; p 78.
20. Bilehal, D. C.; Kulkarni, R. M.; Nandibewoor, S. T. Kinetics and Mechanism of Oxidation of Bromate by Diperiodatonickelate(IV) in Aqueous Alkaline Medium- A Simple Method for Formation of Perbromate. Inorg. React. Mech. 2002, 4, 103.
21. Mahesh, R. T.; Bellakki, M. B.; Nandibewoor, S. T. Kinetics and Mechanism of Oxidation of L-Proline by Heptavalent Manganese: A Free Radical Intervention and Decarboxylation. J. Chem. Res. 2005, 13.
22. Hiremath, C. V.; Kiran, T. S.; Nanibewoor, S. T. Os(VIII)/Ru(III) Catalysed Oxidation of Aspirin Drug by a New Oxidant, Diperiodatoargentate(III) in Aqueous Alkaline Medium: A Comparative Kinetic Study. J. Mol. Catal. A: Chem. 2006, 248, 163.
23. Amis, E. S. Solvent Effects on Reaction Rates and Mechanisms; Academic Press: New York, 1966.
24. Rangappa, K. S.; Raghavendra, M. P.; Mahadevappa, D. S.; Channegouda, D. Sodium N-Chlorobenzonesulfonamide as a Selective Oxidant for Hexasomines in Alkaline Medium: A Kinetic and Mechanistic Study. J. Org. Chem. 1998, 63, 531.
25. Weissberger, A., Lewis, E. S, Eds. Investigation of Rates and Mechanism of Reactions in Techniques of Chemistry; Wiley: New York, 1974; Vol. 6, (a) pp 410-414 (b) pp 421-426.
26. Farokhi, S. A.; Nandibewoor, S. T. Kinetic, Mechanistic and Spectral Studies for the Oxidation of Sulfanilic Acid by Alkaline Hexacy-anoferrate(III). Tetrahedron 2003, 59, 7595.
27. (n-3)- Complexes. A Temperature- and Pressure-Dependence Kinetic Study on the Influence of the Phosphorous Oxoanions. J. Chem. Soc., Dalton Trans. 1996, 2665.
28. Lewis, E. S. Investigations of Rates and Mechanisms of Reactions, 3rd ed.; Wiley: New York, 1974; p 415.
29. Exner, O. Statistics of the Enthalpy-Entropy Relation I. Special Case. Collect. Czech. Chem. Commun. 1972, 37, 1425.
30. Leffler, J. E. The Enthalpy-Entropy Relationship and Its Implications for Organic Chemistry. J. Org. Chem. 1955, 20, 1202.
31. Seregar, V. C.; Hiremath, C. V.; Nandibewoor, S. T. Mechanism of Oxidation of L-proline by Aqueous Alkaline Diperiodatoargentate(III); Decarboxylation and dehydration. Z. Phys. Chem. 2006, 220, 615.
32. Hiremath, D. C.; Seregar, V. C.; Nandibewoor, S. T. Mechanism of Oxidation of L-alanine by a New Oxidant Diperiodatoargentate(III) in Aqueous Alkaline Medium; A Free Radical Intervention. Polyhedron, submitted for publication.
33. Kulkarni, S. D.; Nandibewoor, S. T. Oxidation of L-Isoleucine by Diperiodatoargentate(III) in Aqueous Alkaline Medium. Unpublished results.