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Electrochemical Reduction of G3-Factor Endoperoxide and Its Methyl Ether: Evidence for a Competition between Concerted and Stepwise Dissociative Electron Transfer

Najjar, Fadia and André-Barrès, Christiane and Baltas, Michel and Lacaze-Dufaure, Corinne and Magri, David C. and Workentin, Mark S. and Tzedakis, Theodore Electrochemical Reduction of G3-Factor Endoperoxide and Its Methyl Ether: Evidence for a Competition between Concerted and Stepwise Dissociative Electron Transfer. (2006) Chemistry - A European Journal, vol. 13 (n° 4). pp. 1174-1179. ISSN 0947-6539

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Official URL: http://dx.doi.org/10.1002/chem.200600445

Abstract

The reduction of the bicyclic G-factor endoperoxides G3 and G3Me was studied in N,N-dimethylformamide using cyclic voltammetry and convolution analysis. Electron transfer leads to irreversible cleavage of the OO bond. Detailed analysis of the voltammetry curves reveals a non-linear dependence on the transfer coefficient indicating a mechanistic transition from a stepwise mechanism to one with more concerted character with increasing potential. By using quantum calculations to estimate the OO bond dissociation energies, the experimental data was used to evaluate the standard reduction potentials and other pertinent thermochemical information.

Item Type:Article
Additional Information:Thanks to John Wiley & Sons editor. The definitive version is available at http://www3.interscience.wiley.com The original PDF of the article can be found at Chemistry - A European Journal website : http://www3.interscience.wiley.com/journal/26293/home
Audience (journal):International peer-reviewed journal
Uncontrolled Keywords:
Institution: Université de Toulouse > Institut National Polytechnique de Toulouse - INPT
Other partners > University of Western Ontario - UWO (CANADA)
Université de Toulouse > Université Paul Sabatier-Toulouse III - UPS
French research institutions > Centre National de la Recherche Scientifique - CNRS
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Deposited By: Celine Cabaup

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