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분자활성 촉매반응 연구단
분자활성 촉매반응 연구단
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Cp∗Ir(III)-Catalyzed Mild and Broad C-H Arylation of Arenes and Alkenes with Aryldiazonium Salts Leading to the External Oxidant-Free Approach Highly Cited Paper

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Title
Cp∗Ir(III)-Catalyzed Mild and Broad C-H Arylation of Arenes and Alkenes with Aryldiazonium Salts Leading to the External Oxidant-Free Approach
Author(s)
Kwangmin Shin; Sung-Woo Park; Sukbok Chang
Publication Date
2015-07
Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.137, no.26, pp.8584 - 8592
Publisher
AMER CHEMICAL SOC
Abstract
Reported herein is the development of Cp*Ir(III)- catalyzed direct C−H arylation of arenes and alkenes using aryldiazonium tetrafluoroborates, the use of which as an aryl precursor and also as an oxidant via C−N2 bond cleavage was a key to success in achieving a mild and external oxidant-free procedure. Mechanistic experiments and DFT calculations revealed the turnover-limiting step to be closely related to the formation of an Ir(V)-aryl intermediate rather than the presupposed C−H cleavage. Under the developed mild arylation conditions, a wide range of benzamides were smoothly arylated. In addition, synthetic utility of the current C−H arylation procedure was also demonstrated successfully for the (Z)-selective arylation of enamides and C8-selective reaction of quinoline N-oxides. © 2015 American Chemical Society
URI
https://pr.ibs.re.kr/handle/8788114/1979
ISSN
0002-7863
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Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > Journal Papers (저널논문)
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