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Issue 21, 2017
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Experimental and computational investigation of the substituent effects on the reduction of Fe3+ by 1,2-dihydroxybenzenes

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Abstract

This study reports on the kinetics of the early steps that mediate the reactions of substituted 1,2-dihydroxybenzenes (1,2-DHB) with Fe3+. The rate constants of the three processes identified by means of the stopped-flow technique are affected by the electron-withdrawing or electron-donating abilities of the substituent. The fastest process is assigned to the formation of a 1 : 1 complex between Fe3+ and the 1,2-DHB, which is accompanied by proton loss. The second process involves the inner-sphere electron transfer from the ligand to Fe3+ and the slowest step is related to the deprotonation of one of the oxygen atoms bonded to the metal. A reaction mechanism is proposed on the basis of the experimental data and density functional theory (DFT) calculations on mono- and bidentate species with different degrees of protonation.

Graphical abstract: Experimental and computational investigation of the substituent effects on the reduction of Fe3+ by 1,2-dihydroxybenzenes

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Supplementary files

Article information


Submitted
20 Apr 2017
Accepted
11 Sep 2017
First published
13 Sep 2017

New J. Chem., 2017,41, 12685-12693
Article type
Paper

Experimental and computational investigation of the substituent effects on the reduction of Fe3+ by 1,2-dihydroxybenzenes

P. Salgado, D. Contreras, H. D. Mansilla, K. Márquez, G. Vidal, C. J. Cobos and D. O. Mártire, New J. Chem., 2017, 41, 12685
DOI: 10.1039/C7NJ01322A

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