Osmium(VIII)-Catalyzed Oxidation of Some Cyclic Amines by Potassium Hexacyanoferrate(III) in Alkaline Media: a Kinetics and Mechanistic Study

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Journal Title, Volume, Page: 
Chemistry of Heterocyclic Compounds April 2003, Volume 39, Issue 4, pp 478-484
Year of Publication: 
2003
Authors: 
M. M. Al-Subu
Department of Chemistry, Faculty of Science, An-Najah National University, Nablus, Palestine
Current Affiliation: 
Department of Chemistry, Faculty of Science, An-Najah National University, Nablus, Palestine
W. J. Jondi
Department of Chemistry, Faculty of Science, An-Najah National University, Nablus, Palestine
A. A. Amer
Department of Chemistry, Faculty of Science, An-Najah National University, Nablus, Palestine
M. Hannoun
Department of Chemistry, Faculty of Science, An-Najah National University, Nablus, Palestine
M. J. Musmar
Department of Pharmacy, Faculty of Medicine and Health Sciences, An-Najah National University, Nablus, Palestine
Preferred Abstract (Original): 

Reactions of morpholine, piperidine, and piperazine with Os(VIII)-catalyzed hexacyanoferrate(III) in alkaline media to produce the corresponding lactam have been studied at constant temperature and ionic strength. The reactions followed first-order kinetics with respect to [amine] and [Os(VIII)] but were independent of [Fe(CN)6 3-] and [OH-]. The effects of introduced electrolytes, potassium hexacyanoferrate(II), relative permitivity, and temperature have also been studied. A mechanism accounting for these results has been proposed.