Kathodische Dimerisierung

Beck, F.

doi:10.1002/ange.19720841704

Cited by 17 publications

(3 citation statements)

References 129 publications

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“…The formation of a chemical bond through the electrodimerization of a species, generated through the reduction of a parent molecule, is a well-established process. The electrodimerization of acrylonitrile, shown to involve the coupling of two radical anions, is probably the best known example. – Another well-investigated example is that regarding the dimerization of ketyls through reduction of the corresponding carbonyl compounds . Reversible reductive dimerization has also been investigated. – …”

Section: Bond Cleavage and Bond Formation In Electron Transfer-initia...mentioning

confidence: 99%

“…The electrodimerization of acrylonitrile, shown to involve the coupling of two radical anions, is probably the best known example. [186][187][188][189] Another well-investigated example is that regarding the dimerization of ketyls through reduction of the corresponding carbonyl compounds. 190 Reversible reductive dimerization has also been investigated.…”

Section: Reductive Bond Formationmentioning

confidence: 99%

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Electron Transfer Initiated Reactions: Bond Formation and Bond Dissociation

2008

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Section: Bond Cleavage and Bond Formation In Electron Transfer-initia...mentioning

confidence: 99%

Section: Reductive Bond Formationmentioning

confidence: 99%

Electron Transfer Initiated Reactions: Bond Formation and Bond Dissociation

2008

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“…Enamino ketones or enamino esters (31) yield via the radical cations The product distribution is in some cases decisively affected by the anode potential and the supporting electrolyte. P-Alkyl substituents decrease the yield of dimers drastically and favor the formation of dimethoxylated monomers.…”

Section: H Mementioning

confidence: 99%

Anodic and Cathodic CC‐Bond Formation

Schäfer

1981

Angew. Chem. Int. Ed. Engl.

172

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Electrolysis allows the reactivity of a substrate to be changed, or its polarity to be reversed ("redox umpolung"). The carbon skeleton and the functional groups of a synthetic building block can thus be utilized more economically, and at the same time the number of reaction steps in multistage syntheses can be reduced. The tools necessary for an electrolytic process are a cell, a power source, electrodes, and an electrolyte, the latter being chosen in accordance with the reduction or oxidation potential of the substrate. A series of electroanalytical methods provides information on the electrode reaction mechanisms. At the anode, arenes, phenolic ethers, and electron-rich olefins dimerize via intermediate radical cations. In the Kolbe electrolysis, carboxylic acid anions decarboxylate to form radicals which can couple to form e. g. long chain alkene derivatives having pheromone activity, or add to olefins. At the cathode, activated olefins hydrodimerize via radical anions or, in the presence of appropriate reagents, can be acylated, alkylated, and carboxylated. Pinacols, crossed hydrodimers, and cyclic and arylated compounds are accessible via the cathodically produced radicals, while the formation of strained small rings or the reductive addition of halides to carbonyl compounds takes place through intermediate carbanions.[' I Prof. Dr. H. J. Schafer Organisch-chemisches lnstitut der Universitat Orleansring 23, D-4400 Miinster (Germany) synthesis unit can thus be utilized in several different ways-as a nucleophile, a radical, or an electrophile. Bond formation between reactants of the same polarity, usually Angew. Chem. Int. Ed. Engl. 20, 911-934 (198I) 0 Verlag Chemie GmbH. 6940 Weinheim. 1981 0570-0833/81/1111-0911 $02.50/0

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Cathodic Reactions of Hydrocarbons, Olefins, and Aromatic Compounds

Heınze

2004

Encyclopedia of Electrochemistry

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The sections in this article are Introduction Reductive Generation of Anionic Species Experimental Background Redox Properties Electron‐transfer Kinetics Chemical Reactions of Electrogenerated Anions Homogeneous Electron Transfer Electrophilic and Related Reactions Protonation Alkylation Acylation Addition of CO 2 and SO 3 Reductive Coupling Intramolecular Reactions Conformational Changes Bond‐breaking and Bond‐making Reactions

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Kathodische Dimerisierung

Cited by 17 publications

References 129 publications

Electron Transfer Initiated Reactions: Bond Formation and Bond Dissociation

Electron Transfer Initiated Reactions: Bond Formation and Bond Dissociation

Anodic and Cathodic CC‐Bond Formation

Cathodic Reactions of Hydrocarbons, Olefins, and Aromatic Compounds

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