DC Field | Value | Language |
---|---|---|
dc.contributor.author | Adhikari, Debashis | ko |
dc.contributor.author | Miller, Aaron W. | ko |
dc.contributor.author | Baik, Mu-Hyun | ko |
dc.contributor.author | Nguyen, SonBinh T. | ko |
dc.date.accessioned | 2016-04-12T07:27:54Z | - |
dc.date.available | 2016-04-12T07:27:54Z | - |
dc.date.created | 2015-09-11 | - |
dc.date.created | 2015-09-11 | - |
dc.date.created | 2015-09-11 | - |
dc.date.issued | 2015 | - |
dc.identifier.citation | CHEMICAL SCIENCE, v.6, no.2, pp.1293 - 1300 | - |
dc.identifier.issn | 2041-6520 | - |
dc.identifier.uri | http://hdl.handle.net/10203/203289 | - |
dc.description.abstract | The (salen) Cr-catalyzed [aziridine + CO2] coupling to form oxazolidinone was found to exhibit excellent selectivity for the 5-substituted oxazolidinone product in the absence of any cocatalyst. Quantum mechanical calculations suggest that the preferential opening of the substituted C-N bond of the aziridine over the unsubstituted C-N bond is a key factor for this selectivity, a result that is supported by experiment with several phenyl-substituted aziridines. In the presence of external nucleophile such as dimethyl aminopyridine (DMAP), the reaction changes pathway and the ring-opening process is regulated by the steric demand of the nucleophile. | - |
dc.language | English | - |
dc.publisher | ROYAL SOC CHEMISTRY | - |
dc.subject | ANTI-ALDOL REACTIONS | - |
dc.subject | CARBON-DIOXIDE | - |
dc.subject | HIGHLY EFFICIENT | - |
dc.subject | ALTERNATING COPOLYMERIZATION | - |
dc.subject | N-ACYLOXAZOLIDINONES | - |
dc.subject | DENSITY FUNCTIONALS | - |
dc.subject | CHEMICAL FIXATION | - |
dc.subject | SALEN COMPLEXES | - |
dc.subject | PROPYLENE-OXIDE | - |
dc.subject | CATALYSTS | - |
dc.title | Intramolecular ring-opening from a CO2-derived nucleophile as the origin of selectivity for 5-substituted oxazolidinone from the (salen)Cr-catalyzed [aziridine + CO2] coupling | - |
dc.type | Article | - |
dc.identifier.wosid | 000348147100055 | - |
dc.identifier.scopusid | 2-s2.0-85011949938 | - |
dc.type.rims | ART | - |
dc.citation.volume | 6 | - |
dc.citation.issue | 2 | - |
dc.citation.beginningpage | 1293 | - |
dc.citation.endingpage | 1300 | - |
dc.citation.publicationname | CHEMICAL SCIENCE | - |
dc.identifier.doi | 10.1039/c4sc02785j | - |
dc.contributor.localauthor | Baik, Mu-Hyun | - |
dc.contributor.nonIdAuthor | Adhikari, Debashis | - |
dc.contributor.nonIdAuthor | Miller, Aaron W. | - |
dc.contributor.nonIdAuthor | Nguyen, SonBinh T. | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordPlus | ANTI-ALDOL REACTIONS | - |
dc.subject.keywordPlus | CARBON-DIOXIDE | - |
dc.subject.keywordPlus | HIGHLY EFFICIENT | - |
dc.subject.keywordPlus | ALTERNATING COPOLYMERIZATION | - |
dc.subject.keywordPlus | N-ACYLOXAZOLIDINONES | - |
dc.subject.keywordPlus | DENSITY FUNCTIONALS | - |
dc.subject.keywordPlus | CHEMICAL FIXATION | - |
dc.subject.keywordPlus | SALEN COMPLEXES | - |
dc.subject.keywordPlus | PROPYLENE-OXIDE | - |
dc.subject.keywordPlus | CATALYSTS | - |
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