Stereochemistry and Mechanism for the Palladium( 11)-Catalyzed Oxidation of Ethene in Water (the Wacker Process)
| dc.contributor.author | J. E. Backvall | |
| dc.contributor.author | B. Akermark | |
| dc.contributor.author | S. 0. Ljunggrenlb | |
| dc.date.accessioned | 2012-11-21T12:53:22Z | |
| dc.date.accessioned | 2025-02-17T13:59:16Z | |
| dc.date.available | 2012-11-21T12:53:22Z | |
| dc.date.issued | 2012-11-21 | |
| dc.description | Palladium(I1)-catalyzed oxidation of specifically deuterated ethenes in water in the presence of cupric chloride and chloride ion has been studied. Stereospecific formation of threo- 1,2-dideuterio-2-chloroethano(lt hreo-3)f rom (E) -1 ,2-dideuterioethene ((E)-2) indicates that the hydroxypalladation step in the Wacker oxidation is a trans process. Generation of an erythro-P-hydroxyethylpalladium complex (6) from erythro-P-hydroxyethylmercuric chloride (5) in the presence of CuC12- LiCl also results in the formation of rhreo-3. Analyses of the deuterated products were done by microwave spectroscopy. A new (modified) mechanism is proposed, which involves reversible formation of 11 by external attack of water on 8, followed by a rate-determining dissociation of a chloride ligand from 11. | en_US |
| dc.description.abstract | Palladium(I1)-catalyzed oxidation of specifically deuterated ethenes in water in the presence of cupric chloride and chloride ion has been studied. Stereospecific formation of threo- 1,2-dideuterio-2-chloroethano(lt hreo-3)f rom (E) -1 ,2-dideuterioethene ((E)-2) indicates that the hydroxypalladation step in the Wacker oxidation is a trans process. Generation of an erythro-P-hydroxyethylpalladium complex (6) from erythro-P-hydroxyethylmercuric chloride (5) in the presence of CuC12- LiCl also results in the formation of rhreo-3. Analyses of the deuterated products were done by microwave spectroscopy. A new (modified) mechanism is proposed, which involves reversible formation of 11 by external attack of water on 8, followed by a rate-determining dissociation of a chloride ligand from 11. | en_US |
| dc.identifier.uri | https://dl.ftveti.edu.et/handle/123456789/3864 | |
| dc.language.iso | en | en_US |
| dc.subject | Stereochemistry and Mechanism for the Palladium( 11)-Catalyzed Oxidation of Ethene in Water (the Wacker Process | en_US |
| dc.title | Stereochemistry and Mechanism for the Palladium( 11)-Catalyzed Oxidation of Ethene in Water (the Wacker Process) | en_US |
| dc.type | Article | en_US |
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