3d Transition Metals for C–H Activation

Chemical Reviews, Год журнала: 2018, Номер 119(4), С. 2192 - 2452

Опубликована: Ноя. 27, 2018

C–H activation has surfaced as an increasingly powerful tool for molecular sciences, with notable applications to material crop protection, drug discovery, and pharmaceutical industries, among others. Despite major advances, the vast majority of these functionalizations required precious 4d or 5d transition metal catalysts. Given cost-effective sustainable nature earth-abundant first row metals, development less toxic, inexpensive 3d catalysts gained considerable recent momentum a significantly more environmentally-benign economically-attractive alternative. Herein, we provide comprehensive overview on until summer 2018.

Язык: Английский

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Palladium-Catalyzed Transformations of Alkyl C–H Bonds

Chemical Reviews, Год журнала: 2016, Номер 117(13), С. 8754 - 8786

Опубликована: Дек. 2, 2016

This Review summarizes the advancements in Pd-catalyzed C(sp3)-H activation via various redox manifolds, including Pd(0)/Pd(II), Pd(II)/Pd(IV), and Pd(II)/Pd(0). While few examples have been reported of alkane C-H bonds, many activation/C-C C-heteroatom bond forming reactions developed by use directing group strategies to control regioselectivity build structural patterns for synthetic chemistry. A number mono- bidentate ligands also proven be effective accelerating directed weakly coordinating auxiliaries, which provides great opportunities reactivity selectivity (including enantioselectivity) functionalization reactions.

Язык: Английский

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Mild metal-catalyzed C–H activation: examples and concepts

Chemical Society Reviews, Год журнала: 2016, Номер 45(10), С. 2900 - 2936

Опубликована: Янв. 1, 2016

C–H Activation reactions that proceed under mild conditions are more attractive for applications in complex molecule synthesis. Mild transformations reported since 2011 reviewed and the different concepts strategies have enabled their mildness discussed.

Язык: Английский

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Transition metal-catalyzed C–H bond functionalizations by the use of diverse directing groups

Organic Chemistry Frontiers, Год журнала: 2015, Номер 2(9), С. 1107 - 1295

Опубликована: Янв. 1, 2015

In this review, a summary of transition metal-catalyzed C–H activation by utilizing the functionalities as directing groups is presented.

Язык: Английский

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Cobalt-Catalyzed C–H Activation

ACS Catalysis, Год журнала: 2015, Номер 6(2), С. 498 - 525

Опубликована: Ноя. 24, 2015

Catalytic C–H activation has emerged as a powerful tool for sustainable syntheses. In the recent years, notable success was achieved with development of cobalt-catalyzed functionalizations either in situ generated or single-component cobalt-complexes under mild reaction conditions. Herein, progress field organometallic is reviewed until November 2015.

Язык: Английский

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Late Transition Metal-Catalyzed Hydroamination and Hydroamidation

Chemical Reviews, Год журнала: 2015, Номер 115(7), С. 2596 - 2697

Опубликована: Фев. 27, 2015

ADVERTISEMENT RETURN TO ISSUEPREVReviewNEXTLate Transition Metal-Catalyzed Hydroamination and HydroamidationLiangbin Huang, Matthias Arndt, Käthe Gooßen, Heinrich Heydt, Lukas J. Gooßen*View Author Information Department of Chemistry, TU Kaiserslautern, Erwin-Schrödinger-Strasse Geb. 54, 67663 Germany*Tel.: (+49) 631-205-2046. Fax: 631-205-3921. E-mail: [email protected]Cite this: Chem. Rev. 2015, 115, 7, 2596–2697Publication Date (Web):February 27, 2015Publication History Received20 September 2012Published online27 February 2015Published inissue 8 April 2015https://pubs.acs.org/doi/10.1021/cr300389uhttps://doi.org/10.1021/cr300389ureview-articleACS PublicationsCopyright © 2015 American Chemical SocietyRequest reuse permissionsArticle Views29561Altmetric-Citations887LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum full text article downloads since November 2008 (both PDF HTML) across all institutions individuals. These metrics regularly updated to reflect usage leading up last few days.Citations number other articles citing this article, calculated by Crossref daily. Find more information about citation counts.The Altmetric Attention Score is a quantitative measure attention that research has received online. Clicking on donut icon will load page at altmetric.com with additional details score social media presence for given article. how calculated. Share Add toView InAdd Full Text ReferenceAdd Description ExportRISCitationCitation abstractCitation referencesMore Options onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose SUBJECTS:Amines,Catalysts,Cyclization,Hydrocarbons,Organic reactions Get e-Alerts

Язык: Английский

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Substrate Activation Strategies in Rhodium(III)-Catalyzed Selective Functionalization of Arenes

Accounts of Chemical Research, Год журнала: 2015, Номер 48(4), С. 1007 - 1020

Опубликована: Апрель 6, 2015

The possibility of developing new methods for the efficient construction organic molecules via disconnections other than traditional functional group transformations has driven interest in direct functionalization C-H bonds. ubiquity bonds makes such attractive, but they also pose several challenges. first is reactivity and selectivity To achieve this, directing groups (DGs) are often installed that can enhance effective concentration catalyst, leading to thermodynamically stable metallacyclic intermediates. However, presence a pendant product undesirable unnecessary. This may account limitation applications reactions more common general uses. Thus, development removable or functionalizable desirable. Another key problem resulting M-C bond be low, which limit scope coupling partners hence reaction patterns activation reactions. While Cp*Rh(III)-catalyzed arenes was reported only 7 years ago, significant progress been made this area past few years. We began our studies 2010, we others have demonstrated diversified catalytic realized using Cp*Rh(III) complexes with high reactivity, stability, compatibility. Account describes efforts solve some these challenges Rh(III) catalysis. fulfilled design arene substrates by taking advantage nucleophilicity, electrophilicity, oxidizing potential, properties participating ligand when coupled relatively reactive unsaturated as alkenes alkynes. These situ funtionalizable roles DG allowed extensive chemical manipulation initial product, especially diverse array heterocycles. In polar partners, Rh(III)-C(aryl) showed higher both an organometallic reagent nucleophilic aryl source. were accordingly activated virtue umpolung, ring strain, rearomatization. All possible integration compatibility Rh(III)-C into systems. date achieved under rhodium addition, means stoichiometric reactions, gained mechanistic insights interactions between Rh-C opened avenues future

Язык: Английский

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Copper-Catalyzed C–H Functionalization Reactions: Efficient Synthesis of Heterocycles

Chemical Reviews, Год журнала: 2014, Номер 115(3), С. 1622 - 1651

Опубликована: Дек. 22, 2014

ADVERTISEMENT RETURN TO ISSUEPREVReviewCopper-Catalyzed C–H Functionalization Reactions: Efficient Synthesis of HeterocyclesXun-Xiang Guo*†, Da-Wei Gu†, Zhengxing Wu‡, and Wanbin Zhang*‡View Author Information† Shanghai Center for Systems Biomedicine, Ministry Education Key Laboratory Jiao Tong University, 800 Dongchuan Road, 200240, China‡ School Chemistry Chemical Engineering, China*E-mail: [email protected]*E-mail: protected]Cite this: Chem. Rev. 2015, 115, 3, 1622–1651Publication Date (Web):December 22, 2014Publication History Received31 July 2014Published online22 December inissue 11 February 2015https://pubs.acs.org/doi/10.1021/cr500410yhttps://doi.org/10.1021/cr500410yreview-articleACS PublicationsCopyright © 2014 American SocietyRequest reuse permissionsArticle Views26064Altmetric-Citations849LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum full text article downloads since November 2008 (both PDF HTML) across all institutions individuals. These metrics regularly updated to reflect usage leading up last few days.Citations number other articles citing this article, calculated by Crossref daily. Find more information about citation counts.The Altmetric Attention Score is a quantitative measure attention that research has received online. Clicking on donut icon will load page at altmetric.com with additional details score social media presence given article. how calculated. Share Add toView InAdd Full Text ReferenceAdd Description ExportRISCitationCitation abstractCitation referencesMore Options onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose SUBJECTS:Catalysts,Copper,Cyclization,Functionalization,Heterocyclic compounds Get e-Alerts

Язык: Английский

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Formal S_N‐Type Reactions in Rhodium(III)‐Catalyzed CH Bond Activation

Advanced Synthesis & Catalysis, Год журнала: 2014, Номер 356(7), С. 1443 - 1460

Опубликована: Май 5, 2014

Abstract (Pentamethylcyclopentadienyl)rhodium (RhCp*)‐catalyzed CH transformations have emerged as a prosperous field in bond activation. Recent advances this area significantly focused on the development of new strategies for CC and Cheteroatom formation that are characterized by novel reactivity RhCp* catalyst to undergo formal S N ‐type reactions with electrophilic substrates. This review is intended give an overview rather class RhCp*‐catalyzed transformations, covering recent bond‐forming reactions. The nature reaction partner these functionalization serves guideline throughout article and, combined selected descriptions mechanistic proposals, should emphasize general characteristics within class. magnified image

Язык: Английский

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Oxidative C–H amination reactions

Chemical Society Reviews, Год журнала: 2013, Номер 43(3), С. 901 - 910

Опубликована: Ноя. 11, 2013

Towards "Oxidative-Ullmann-Goldberg" and "Oxidative-Buchwald-Hartwig" type amination reactions. This review focuses on the newly developed oxidative C-N bond formation techniques, applicable in field of organic synthesis. Particular emphasis is given to those which are classified as cross-dehydrogenative-couplings, through dual C-H N-H activation, thus formally extruding "H2" a by-product.

Язык: Английский

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