DC Field | Value | Language |
---|---|---|
dc.contributor.author | Hwang, Yeongyu | ko |
dc.contributor.author | PARK, YOONSU | ko |
dc.contributor.author | Chang, Sukbok | ko |
dc.date.accessioned | 2017-09-25T05:12:17Z | - |
dc.date.available | 2017-09-25T05:12:17Z | - |
dc.date.created | 2017-09-11 | - |
dc.date.created | 2017-09-11 | - |
dc.date.created | 2017-09-11 | - |
dc.date.created | 2017-09-11 | - |
dc.date.issued | 2017-08 | - |
dc.identifier.citation | CHEMISTRY-A EUROPEAN JOURNAL, v.23, no.46, pp.11147 - 11152 | - |
dc.identifier.issn | 0947-6539 | - |
dc.identifier.uri | http://hdl.handle.net/10203/225998 | - |
dc.description.abstract | Described herein is a mechanism-based approach to develop a versatile C-H amidation protocol under Ir-III catalysis. Reaction kinetics of a key C-N coupling step with acyl azide and 1,4,2-dioxazol-5-one led us to conclude that dioxazolones are much more efficient in mediating the formation of a carbon-nitrogen bond from an iridacyclic intermediate. Computational analysis revealed that the origin of higher reactivity is asynchronous decarboxylation motion, which may facilitate the formation of Ir-imido species. Importantly, stoichiometric reactivity was successfully translated into catalytic activity with a broad range of substrates (18 different types), many of which are regarded as challenging to functionalize. Application of the new method enables late-stage functionalization of drug molecules. | - |
dc.language | English | - |
dc.publisher | WILEY-V C H VERLAG GMBH | - |
dc.title | Mechanism-Driven Approach To Develop a Mild and Versatile C-H Amidation through Ir-III Catalysis | - |
dc.type | Article | - |
dc.identifier.wosid | 000407803400028 | - |
dc.identifier.scopusid | 2-s2.0-85026347215 | - |
dc.type.rims | ART | - |
dc.citation.volume | 23 | - |
dc.citation.issue | 46 | - |
dc.citation.beginningpage | 11147 | - |
dc.citation.endingpage | 11152 | - |
dc.citation.publicationname | CHEMISTRY-A EUROPEAN JOURNAL | - |
dc.identifier.doi | 10.1002/chem.201702397 | - |
dc.contributor.localauthor | PARK, YOONSU | - |
dc.contributor.localauthor | Chang, Sukbok | - |
dc.description.isOpenAccess | N | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordAuthor | amination | - |
dc.subject.keywordAuthor | C-N coupling | - |
dc.subject.keywordAuthor | density functional calculations | - |
dc.subject.keywordAuthor | iridium | - |
dc.subject.keywordAuthor | transition states | - |
dc.subject.keywordPlus | BOND-FORMING REACTIONS | - |
dc.subject.keywordPlus | CARBON-HYDROGEN BONDS | - |
dc.subject.keywordPlus | NITROGEN-SOURCE | - |
dc.subject.keywordPlus | INTERMOLECULAR AMIDATION | - |
dc.subject.keywordPlus | FUNCTIONAL MOLECULES | - |
dc.subject.keywordPlus | C(SP(3))H BONDS | - |
dc.subject.keywordPlus | AMIDO TRANSFER | - |
dc.subject.keywordPlus | AMINO-ACIDS | - |
dc.subject.keywordPlus | AMINATION | - |
dc.subject.keywordPlus | ACTIVATION | - |
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