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분자활성촉매반응연구단
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Conjugate Addition of Perfluoroarenes to α,β-Unsaturated Carbonyls Enabled by an Alkoxide-Hydrosilane System: Implication of a Radical Pathway

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dc.contributor.authorWeilong Xie-
dc.contributor.authorSung-Woo Park-
dc.contributor.authorHoimin Jung-
dc.contributor.authorDongwook Kim-
dc.contributor.authorMu-Hyun Baik-
dc.contributor.authorSukbok Chang-
dc.date.available2018-12-13T10:45:46Z-
dc.date.created2018-08-17-
dc.date.issued2018-08-
dc.identifier.issn0002-7863-
dc.identifier.urihttps://pr.ibs.re.kr/handle/8788114/4940-
dc.description.abstractConjugate addition of organometallic reagents to α,β-unsaturated carbonyls is a key strategy for the construction of carbon-carbon bond in organic synthesis. Although direct C-H addition to unsaturated bonds via transition metal catalysis is explored in recent years, electron-deficient arenes that do not bear directing groups continue to be challenging. Herein we disclose the first example of a conjugate addition of perfluoroarenes to α,β-unsaturated carbonyls enabled by an alkoxide-hydrosilane system. The reaction is convenient to carry out at room temperature over a broad range of substrates and reactants to furnish synthetically versatile products in high to excellent yields. Mechanistic experiments in combination with computational studies suggest that a radical pathway is most likely operative in this transformation. The hypervalent silicate and silanide species, which are relevant to the proposed mechanism, were observed experimentally by NMR and single crystal X-ray diffraction analyses. Copyright © 2018 American Chemical Society-
dc.description.uri1-
dc.language영어-
dc.publisherAMER CHEMICAL SOC-
dc.titleConjugate Addition of Perfluoroarenes to α,β-Unsaturated Carbonyls Enabled by an Alkoxide-Hydrosilane System: Implication of a Radical Pathway-
dc.typeArticle-
dc.type.rimsART-
dc.identifier.wosid000440877000048-
dc.identifier.scopusid2-s2.0-85049851671-
dc.identifier.rimsid64428-
dc.contributor.affiliatedAuthorWeilong Xie-
dc.contributor.affiliatedAuthorSung-Woo Park-
dc.contributor.affiliatedAuthorHoimin Jung-
dc.contributor.affiliatedAuthorDongwook Kim-
dc.contributor.affiliatedAuthorMu-Hyun Baik-
dc.contributor.affiliatedAuthorSukbok Chang-
dc.identifier.doi10.1021/jacs.8b05744-
dc.identifier.bibliographicCitationJOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.140, no.30, pp.9659 - 9668-
dc.citation.titleJOURNAL OF THE AMERICAN CHEMICAL SOCIETY-
dc.citation.volume140-
dc.citation.number30-
dc.citation.startPage9659-
dc.citation.endPage9668-
dc.embargo.liftdate9999-12-31-
dc.embargo.terms9999-12-31-
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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