DC Field | Value | Language |
---|---|---|
dc.contributor.author | Kang, B | ko |
dc.contributor.author | Kim, M | ko |
dc.contributor.author | Lee, J | ko |
dc.contributor.author | Do, Youngkyu | ko |
dc.contributor.author | Chang, Sukbok | ko |
dc.date.accessioned | 2013-03-07T17:27:43Z | - |
dc.date.available | 2013-03-07T17:27:43Z | - |
dc.date.created | 2012-02-06 | - |
dc.date.created | 2012-02-06 | - |
dc.date.issued | 2006-09 | - |
dc.identifier.citation | JOURNAL OF ORGANIC CHEMISTRY, v.71, no.18, pp.6721 - 6727 | - |
dc.identifier.issn | 0022-3263 | - |
dc.identifier.uri | http://hdl.handle.net/10203/90779 | - |
dc.description.abstract | A series of trinuclear manganese complexes coordinated with neutral bidentate nitrogen ligands, [Mn3L2-(OAc)(6)], were prepared from manganese acetate and the corresponding ligands. Using peracetic acid as the oxidant, the air- and moisture-stable manganese clusters exhibited excellent catalytic activity and selectivity in the epoxidation of olefins under mild conditions. The highest activity was observed with a trinuclear complex containing a 2-pyridylimino ligand, [Mn-3(ppei)(2)(OAc)(6)] ( ppei = 2-pyridinal-1-phenylethylimine). With this system, the substrate scope was extremely wide to include terminal and electron-deficient double bonds of both aliphatic and aromatic alkenes. The high activity was undiminished under the reaction conditions even directly using a mixture of the pyridylimino ligands and manganese acetates, making this process more convenient. It was also observed that analogous trinuclear complexes, such as [Mn-3(bipy)(2)(OAc)(6)] and [Mn-3(phen)(2)(OAc)(6)], displayed excellent activities. While radical intermediacy was inferred from the product distribution, kinetic data revealed that the epoxidation is roughly first-order in manganese cluster precursor and oxidant, respectively, and zero-order in olefin. These results led us to propose that the trinuclear complexes [Mn3L2(OAc)(6)] serve as catalyst precursors that dissociate into monomeric species with the formulation of [MnL2(OAc)(2)] under the reaction conditions. | - |
dc.language | English | - |
dc.publisher | AMER CHEMICAL SOC | - |
dc.subject | CYTOCHROME-P-450 MODEL COMPOUNDS | - |
dc.subject | TRANSITION-METAL COMPLEXES | - |
dc.subject | ELECTRON-DEFICIENT OLEFINS | - |
dc.subject | HYDROGEN-PEROXIDE | - |
dc.subject | MANGANESE COMPLEX | - |
dc.subject | CARBOXYLATE COMPLEXES | - |
dc.subject | OXIDATION REACTIONS | - |
dc.subject | TERMINAL OLEFINS | - |
dc.subject | AQUEOUS-SOLUTION | - |
dc.subject | ATOM TRANSFER | - |
dc.title | Trimanganese complexes bearing bidentate nitrogen ligands as a highly efficient catalyst precursor in the epoxidation of alkenes | - |
dc.type | Article | - |
dc.identifier.wosid | 000240020100002 | - |
dc.identifier.scopusid | 2-s2.0-33750490065 | - |
dc.type.rims | ART | - |
dc.citation.volume | 71 | - |
dc.citation.issue | 18 | - |
dc.citation.beginningpage | 6721 | - |
dc.citation.endingpage | 6727 | - |
dc.citation.publicationname | JOURNAL OF ORGANIC CHEMISTRY | - |
dc.identifier.doi | 10.1021/jo060709+ | - |
dc.contributor.localauthor | Do, Youngkyu | - |
dc.contributor.localauthor | Chang, Sukbok | - |
dc.contributor.nonIdAuthor | Kang, B | - |
dc.contributor.nonIdAuthor | Kim, M | - |
dc.contributor.nonIdAuthor | Lee, J | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordPlus | CYTOCHROME-P-450 MODEL COMPOUNDS | - |
dc.subject.keywordPlus | TRANSITION-METAL COMPLEXES | - |
dc.subject.keywordPlus | ELECTRON-DEFICIENT OLEFINS | - |
dc.subject.keywordPlus | HYDROGEN-PEROXIDE | - |
dc.subject.keywordPlus | MANGANESE COMPLEX | - |
dc.subject.keywordPlus | CARBOXYLATE COMPLEXES | - |
dc.subject.keywordPlus | OXIDATION REACTIONS | - |
dc.subject.keywordPlus | TERMINAL OLEFINS | - |
dc.subject.keywordPlus | AQUEOUS-SOLUTION | - |
dc.subject.keywordPlus | ATOM TRANSFER | - |
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