Abstract
Mechanistic study on meso- tetraphenylporphyriniron(III) chloride (TPP) catalysed oxidation of indole by magnesiummonoperoxyphthalate in aqueous acetonitrile medium have been carried out. The reaction follows a fractional order with respect to substrate and catalyst. The order with respect to oxidant was found to be one. Increase in percentage of acetonitrile and increase in the concentration of [H + ] decreased the rate.The reaction fails to initiate polymerization, and a radical mechanism is ruled out. Activation and thermodynamic parameters have been computed. A suitable kinetic scheme based on these observations is proposed. Significant catalytic activity is observed for the reaction system in the presence of TPP.
Highlights
Indole, an electron-rich heteroaromatic nitrogen compound, is found in many naturally occurring compounds such as various plant alkaloids and fungal metabolites 1,2 usually as metabolites of tryptophan
On oxidation gives products which are involved in significant biological processes[3]
Literature survey reveals that no report was available on the kinetics of oxidation of mesotetraphenylporphyriniron(III) chloride catalysed oxidation of indole, we have carried out this work with magnesiummonoperoxyphthalate (MMPP)
Summary
An electron-rich heteroaromatic nitrogen compound, is found in many naturally occurring compounds such as various plant alkaloids and fungal metabolites 1,2 usually as metabolites of tryptophan. Towards oxidation, magnesium monoperoxyphthalate (MMPP) was recently found to be a very efficient oxidant 10. Oxidation of organic compounds catalysed by synthetic metalloporphyrin complexes has been one of the hot areas in chemistry during the last decade[11]. The metalloporphyrins can catalyse the oxidation of a variety of organic substrates with many different terminal oxidants[11,12]. The catalytic properties of the transition metal porphyrins are due to the fact that an oxotransition metal porphyrin intermediate is formed, which can transfer the oxygen atom to a substrate or can accept an electron from the substrate[11]. Literature survey reveals that no report was available on the kinetics of oxidation of mesotetraphenylporphyriniron(III) chloride catalysed oxidation of indole, we have carried out this work with magnesiummonoperoxyphthalate (MMPP)
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