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Electrocarboxylation of chloroacetonitrile mediated by electrogenerated cobalt(I) phenanthroline

Fabre, Paul-Louis and Reynes, Olivier Electrocarboxylation of chloroacetonitrile mediated by electrogenerated cobalt(I) phenanthroline. (2010) Electrochemistry Communications, 12 (10). 1360-1362. ISSN 1388-2481

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Official URL: http://dx.doi.org/10.1016/J.ELECOM.2010.07.020


The electrocarboxylation of chloroacetonitrilemediated by [Co(II)(phen)3]2+ has been investigated. Cyclic voltammetry studies of [Co(II)(phen)3]2+ have shown that [Co(I)(phen)3]+, an 18 electron complex, activates chloroacetonitrile by an oxidative addition through the loss of a phenanthroline ligand to give [RCo(III)(phen)2Cl]+. The unstable one-electron-reduced complex underwent Co–C bond cleavage. In carbon dioxide saturated solution, CO2 insertion proceeds after reduction of the alkylcobalt complex. A catalytic current is observed which corresponds to the electrocarboxylation of chloroacetonitrile into cyanoacetic acid. Electrolyses confirmed the process and gave faradic yield of 62% in cyanoacetic acid at potentials that are about 0.3 V less cathodic than the one required for Ni(salen).

Item Type:Article
Additional Information:Thanks to Elsevier editor. The definitive version is available at http://www.sciencedirect.com The original PDF of the article can be found at : http://www.sciencedirect.com/science/article/pii/S1388248110003188
HAL Id:hal-03548739
Audience (journal):International peer-reviewed journal
Uncontrolled Keywords:
Institution:French research institutions > Centre National de la Recherche Scientifique - CNRS (FRANCE)
Université de Toulouse > Institut National Polytechnique de Toulouse - Toulouse INP (FRANCE)
Université de Toulouse > Université Toulouse III - Paul Sabatier - UT3 (FRANCE)
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Deposited On:01 Jun 2012 15:43

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