Ruthenium(II)-Catalyzed C–H Bond Activation and Functionalization

Chemical Reviews, Год журнала: 2012, Номер 112(11), С. 5879 - 5918

Опубликована: Авг. 31, 2012

ADVERTISEMENT RETURN TO ISSUEPREVReviewNEXTRuthenium(II)-Catalyzed C–H Bond Activation and FunctionalizationPercia Beatrice Arockiam, Christian Bruneau*, Pierre H. Dixneuf*View Author Information Laboratoire Organométalliques, Matériaux et Catalyse, Institut Sciences Chimiques, UMR 6226 CNRS−Université de Rennes1, Campus Beaulieu, 35042 Rennes, France*E-mail: [email protected]; protected]Cite this: Chem. Rev. 2012, 112, 11, 5879–5918Publication Date (Web):August 31, 2012Publication History Received14 April 2012Published online31 August inissue 14 November 2012https://pubs.acs.org/doi/10.1021/cr300153jhttps://doi.org/10.1021/cr300153jreview-articleACS PublicationsCopyright © 2012 American Chemical SocietyRequest reuse permissionsArticle Views41440Altmetric-Citations2535LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since 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:Alcohols,Aromatic compounds,Catalysts,Hydrocarbons,Organic reactions Get e-Alerts

Язык: Английский

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Towards mild metal-catalyzed C–H bond activation

Chemical Society Reviews, Год журнала: 2011, Номер 40(9), С. 4740 - 4740

Опубликована: Янв. 1, 2011

Functionalizing traditionally inert carbon–hydrogen bonds represents a powerful transformation in organic synthesis, providing new entries to valuable structural motifs and improving the overall synthetic efficiency. C–H bond activation, however, often necessitates harsh reaction conditions that result functional group incompatibilities limited substrate scope. An understanding of mechanism rational design experimental have led significant improvement both selectivity applicability. This critical review summarizes discusses endeavours towards development mild activation methods wishes trigger more research this goal. In addition, we examine select examples complex natural product synthesis demonstrate utility functionalization (84 references).

Язык: Английский

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Recent advances in the transition metal-catalyzed twofold oxidative C–H bond activation strategy for C–C and C–N bond formation

Chemical Society Reviews, Год журнала: 2011, Номер 40(10), С. 5068 - 5068

Опубликована: Янв. 1, 2011

The direct functionalization of heterocyclic compounds has emerged as one the most important topics in field metal-catalyzed C–H bond activation due to fact that products are an synthetic motif organic synthesis, pharmaceutical industry, and materials science. This critical review covers recent progresses on regioselective dehydrogenative coupling reaction heteroarenes, including arylation, olefination, alkynylation, amination/amidation mainly utilizing transition metal catalysts (113 references).

Язык: Английский

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C–H bond activation enables the rapid construction and late-stage diversification of functional molecules

Nature Chemistry, Год журнала: 2013, Номер 5(5), С. 369 - 375

Опубликована: Апрель 23, 2013

Язык: Английский

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C–C, C–O and C–N bond formation via rhodium(iii)-catalyzed oxidative C–H activation

Chemical Society Reviews, Год журнала: 2012, Номер 41(9), С. 3651 - 3651

Опубликована: Янв. 1, 2012

Rhodium(III)-catalyzed direct functionalization of C-H bonds under oxidative conditions leading to C-C, C-N, and C-O bond formation is reviewed. Various arene substrates bearing nitrogen oxygen directing groups are covered in their coupling with unsaturated partners such as alkenes alkynes. The facile construction C-E (E = C, N, S, or O) makes Rh(III) catalysis an attractive step-economic approach value-added molecules from readily available starting materials. Comparisons contrasts between rhodium(III) palladium(II)-catalyzed made. remarkable diversity structures accessible demonstrated various recent examples, a proposed mechanism for each transformation being briefly summarized (critical review, 138 references).

Язык: Английский

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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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Catalytic Functionalization of C(sp²)H and C(sp³)H Bonds by Using Bidentate Directing Groups

Angewandte Chemie International Edition, Год журнала: 2013, Номер 52(45), С. 11726 - 11743

Опубликована: Сен. 17, 2013

C-H bonds are ubiquitous in organic compounds. It would, therefore, appear that direct functionalization of substrates by activation would eliminate the multiple steps and limitations associated with preparation functionalized starting materials. Regioselectivity is an important issue because molecules can contain a wide variety bonds. The use directing group largely overcome regiocontrol allowing catalyst to come into proximity targeted A functional groups have been evaluated for as transformation In 2005, Daugulis reported arylation unactivated C(sp(3))-H using 8-aminoquinoline picolinamide bidentate groups, Pd(OAc)2 catalyst. Encouraged these promising results, number transformations since developed systems based on groups. this Review, recent advances area discussed.

Язык: Английский

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Transition Metal-Catalyzed C–H Amination: Scope, Mechanism, and Applications

Chemical Reviews, Год журнала: 2017, Номер 117(13), С. 9247 - 9301

Опубликована: Янв. 4, 2017

Catalytic transformation of ubiquitous C-H bonds into valuable C-N offers an efficient synthetic approach to construct N-functionalized molecules. Over the last few decades, transition metal catalysis has been repeatedly proven be a powerful tool for direct conversion cheap hydrocarbons synthetically versatile amino-containing compounds. This Review comprehensively highlights recent advances in intra- and intermolecular amination reactions utilizing late metal-based catalysts. Initial discovery, mechanistic study, additional applications were categorized on basis scaffolds types reactions. Reactivity selectivity novel systems are discussed three sections, with each being defined by proposed working mode.

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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Beyond Directing Groups: Transition‐Metal‐Catalyzed CH Activation of Simple Arenes

Angewandte Chemie International Edition, Год журнала: 2012, Номер 51(41), С. 10236 - 10254

Опубликована: Сен. 20, 2012

The use of coordinating moieties as directing groups for the functionalization aromatic C-H bonds has become an established tool to enhance reactivity and induce regioselectivity. Nevertheless, with regard synthetic applicability activation, there is a growing interest in transformations which group can be fully abandoned, thus allowing direct simple benzene derivatives. However, this approach requires disclosure new strategies achieve control selectivity. In review, recent advances emerging field non-chelate-assisted activation are discussed, highlighting some most intriguing inspiring examples induction

Язык: Английский

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