Electrocatalytic hydrogenation of organic compounds using a nickel sacrificial anode

An electrochemical method, aimed at the hydrogenation of organic substrates, was developed, using a nickel sacrificial anode. The electrochemical system included an iron cathode with deposited nickel and presented good electrochemical efficiency. Some different parameters such as co-solvent, current...

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Bibliographic Details
Published in:	Journal of electroanalytical chemistry (Lausanne, Switzerland) Vol. 569; no. 1; pp. 71 - 78
Main Authors:	Santana, Diogo S., Melo, Givaldo O., Lima, Márcio V.F., Daniel, Jorge R.R., Areias, Madalena C.C., Navarro, Marcelo
Format:	Journal Article
Language:	English
Published:	Amsterdam Elsevier B.V 15-07-2004 Elsevier Science
Subjects:	Catalytic reduction Chemistry Conjugated π-systems Electrochemistry Exact sciences and technology General and physical chemistry Kinetics and mechanism of reactions Sacrificial anode Electrochemistry Catalytic reduction Sacrificial anode Conjugated π-systems Reaction intermediate Catalytic reaction Catalyst selectivity Transition metal Experimental study Hydrogenation Electrocatalysis Organic solvent Conjugated n-systems Organic free radical Electrode reaction Acetophenone derivatives Nickel Electrochemical reaction Catalyst activity Benzaldehyde derivatives
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Summary:	An electrochemical method, aimed at the hydrogenation of organic substrates, was developed, using a nickel sacrificial anode. The electrochemical system included an iron cathode with deposited nickel and presented good electrochemical efficiency. Some different parameters such as co-solvent, current density, supporting electrolyte and pH were studied to obtain the maximum efficiency for the process. An elevated cell voltage was observed (2.3 V) when 0.2 M NH 4Ac was used as supporting electrolyte, whereas in NH 4Cl experiments could be carried out at a low potential (1.3 V). Electrocatalytic hydrogenation (ECH) of organic substrates showed that non-conjugated olefins (cyclohexene and geraniol) were not reactive, while conjugated substrates (2-cycloexen-1-one, benzaldehyde, acetophenone, styrene, trans-trans-2,4-hexadien-1-ol, 1,3-cyclohexadiene, citral and linalool) showed good reactivity and selectivity in some cases. A direct correlation was observed between the electrochemical efficiency, substrate concentration and current density.
ISSN:	1572-6657 1873-2569
DOI:	10.1016/j.jelechem.2004.02.015