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분자활성촉매반응연구단
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Mechanistic Studies of the Rhodium-Catalyzed Direct C–H Amination Reaction Using Azides as the Nitrogen Source

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dc.contributor.authorSae Hume Park-
dc.contributor.authorJaesung Kwak-
dc.contributor.authorKwangmin Shin-
dc.contributor.authorJaeyune Ryu-
dc.contributor.authorYoonsu Park-
dc.contributor.authorSuk Bok Chang-
dc.date.available2015-04-20T06:15:47Z-
dc.date.created2014-08-11-
dc.date.issued2014-02-
dc.identifier.issn0002-7863-
dc.identifier.urihttps://pr.ibs.re.kr/handle/8788114/1129-
dc.description.abstractDirect C-H amination of arenes offers a straightforward route to aniline compounds without necessitating aryl (pseudo)halides as the starting materials. The recent development in this area, in particular in the metal-mediated transformations, is significant with regard to substrate scope and reaction conditions. Described herein are the mechanistic details on the Rh-catalyzed direct C-H amination reaction using organic azides as the amino source. The most important two stages were investigated especially in detail: (i) the formation of metal nitrenoid species and its subsequent insertion into a rhodacycle intermediate, and (ii) the regeneration of catalyst with concomitant release of products. It was revealed that a stepwise pathway involving a key Rh(V)-nitrenoid species that subsequently undergoes amido insertion is favored over a concerted C-N bond formation pathway. DFT calculations and kinetic studies suggest that the rate-limiting step in the current C-H amination reaction is more closely related to the formation of Rh-nitrenoid intermediate rather than the presupposed C-H activation process. The present study provides mechanistic details of the direct C-H amination reaction, which bears both aspects of the inner- and outer-sphere paths within a catalytic cycle. © 2014 American Chemical Society.-
dc.language영어-
dc.publisherAMER CHEMICAL SOC-
dc.titleMechanistic Studies of the Rhodium-Catalyzed Direct C–H Amination Reaction Using Azides as the Nitrogen Source-
dc.typeArticle-
dc.type.rimsART-
dc.identifier.wosid000331343300048-
dc.identifier.scopusid2-s2.0-84894184671-
dc.identifier.rimsid238ko
dc.date.tcdate2018-10-01-
dc.contributor.affiliatedAuthorSae Hume Park-
dc.contributor.affiliatedAuthorJaesung Kwak-
dc.contributor.affiliatedAuthorKwangmin Shin-
dc.contributor.affiliatedAuthorJaeyune Ryu-
dc.contributor.affiliatedAuthorYoonsu Park-
dc.contributor.affiliatedAuthorSuk Bok Chang-
dc.identifier.doi10.1021/ja411072a-
dc.identifier.bibliographicCitationJOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.136, no.6, pp.2492 - 2502-
dc.relation.isPartOfJOURNAL OF THE AMERICAN CHEMICAL SOCIETY-
dc.citation.titleJOURNAL OF THE AMERICAN CHEMICAL SOCIETY-
dc.citation.volume136-
dc.citation.number6-
dc.citation.startPage2492-
dc.citation.endPage2502-
dc.date.scptcdate2018-10-01-
dc.description.wostc155-
dc.description.scptc159-
dc.description.journalClass1-
dc.description.journalClass1-
dc.description.journalRegisteredClassscie-
dc.description.journalRegisteredClassscopus-
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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