The Complementary Competitors: Palladium and Copper in C–N Cross-Coupling Reactions DOI
I. P. Beletskaya, Andrei V. Cheprakov

Organometallics, Journal Year: 2012, Volume and Issue: 31(22), P. 7753 - 7808

Published: Nov. 14, 2012

The C–N cross-coupling chemistry intensely developed since the late 1990s has supplied synthesists with an overwhelming number of methods to effectively combine carbon and nitrogen residues. This new relies on complexes mainly two metals, copper palladium, used as catalysts or stoichiometric agents. development revealed both similarities differences in principles for design catalytic systems analysis their reactivity selectivity. discussion these metals can be performed within a common mechanistic paradigm, helping elucidate key factors governing behavior transition-metal involved.

Language: Английский

Ruthenium(II)-Catalyzed C–H Bond Activation and Functionalization DOI
Percia B. Arockiam, Christian Bruneau, Pierre H. Dixneuf

et al.

Chemical Reviews, Journal Year: 2012, Volume and Issue: 112(11), P. 5879 - 5918

Published: Aug. 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

Language: Английский

Citations

2625

3d Transition Metals for C–H Activation DOI
Parthasarathy Gandeepan, Thomas Müller, Daniel Zell

et al.

Chemical Reviews, Journal Year: 2018, Volume and Issue: 119(4), P. 2192 - 2452

Published: Nov. 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.

Language: Английский

Citations

1966

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

Guy Rouquet,

Naoto Chatani

Angewandte Chemie International Edition, Journal Year: 2013, Volume and Issue: 52(45), P. 11726 - 11743

Published: Sept. 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.

Language: Английский

Citations

1953

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

Youyoung Kim,

Sukbok Chang

et al.

Chemical Reviews, Journal Year: 2017, Volume and Issue: 117(13), P. 9247 - 9301

Published: Jan. 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.

Language: Английский

Citations

1921

Mild metal-catalyzed C–H activation: examples and concepts DOI Creative Commons
Tobias Gensch, Matthew N. Hopkinson, Frank Glorius

et al.

Chemical Society Reviews, Journal Year: 2016, Volume and Issue: 45(10), P. 2900 - 2936

Published: Jan. 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.

Language: Английский

Citations

1660

Aerobic Copper-Catalyzed Organic Reactions DOI

Scott E. Allen,

Ryan R. Walvoord, Rosaura Padilla‐Salinas

et al.

Chemical Reviews, Journal Year: 2013, Volume and Issue: 113(8), P. 6234 - 6458

Published: June 20, 2013

ADVERTISEMENT RETURN TO ISSUEPREVReviewNEXTADDITION / CORRECTIONThis article has been corrected. View the notice.Aerobic Copper-Catalyzed Organic ReactionsScott E. Allen, Ryan R. Walvoord, Rosaura Padilla-Salinas, and Marisa C. Kozlowski*View Author Information Department of Chemistry, Roy Diana Vagelos Laboratories, University Pennsylvania, Philadelphia, Pennsylvania 19104, United States*Tel: 215-898-3048. E-mail address: [email protected]Cite this: Chem. Rev. 2013, 113, 8, 6234–6458Publication Date (Web):June 20, 2013Publication History Received31 December 2012Published online20 June 2013Published inissue 14 August 2013https://pubs.acs.org/doi/10.1021/cr300527ghttps://doi.org/10.1021/cr300527greview-articleACS PublicationsCopyright © 2013 American Chemical SocietyRequest reuse permissionsArticle Views51660Altmetric-Citations1433LEARN ABOUT THESE METRICSArticle Views are COUNTER-compliant sum full text 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 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:Catalysts,Copper,Hydrocarbons,Oxidation,Oxygen Get e-Alerts

Language: Английский

Citations

1530

Copper catalysed Ullmann type chemistry: from mechanistic aspects to modern development DOI
Carlo Sambiagio, Stephen P. Marsden, A. John Blacker

et al.

Chemical Society Reviews, Journal Year: 2014, Volume and Issue: 43(10), P. 3525 - 3550

Published: Jan. 1, 2014

Copper-catalysed arylations represent valid and complementary alternatives to Pd catalysis. This review discusses the different mechanisms suggested for these reactions, summarises some of their latest applications in synthesis.

Language: Английский

Citations

1024

Recent advances in copper-catalyzed dehydrogenative functionalization via a single electron transfer (SET) process DOI
Chun Zhang, Conghui Tang, Ning Jiao

et al.

Chemical Society Reviews, Journal Year: 2012, Volume and Issue: 41(9), P. 3464 - 3464

Published: Jan. 1, 2012

Copper salts have been developed as versatile catalysts for oxidative coupling reactions in organic synthesis. During these processes, Cu-catalysts are often proposed to serve a one-electron oxidant promote the single-electron transfer process. Recently, transition-metal catalyzed direct dehydrogenative transformation has attracted considerable attention. This tutorial review summarizes recent advances copper-catalyzed functionalization via single electron (SET) process achieving C–C, C–N, C–O, C–halogen atoms, C–P, and N–N bond formation.

Language: Английский

Citations

972

Copper-Catalyzed C–H Functionalization Reactions: Efficient Synthesis of Heterocycles DOI
Xun‐Xiang Guo, Da‐Wei Gu, Zhengxing Wu

et al.

Chemical Reviews, Journal Year: 2014, Volume and Issue: 115(3), P. 1622 - 1651

Published: Dec. 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

Language: Английский

Citations

902

Electrochemical strategies for C–H functionalization and C–N bond formation DOI Creative Commons
Markus D. Kärkäs

Chemical Society Reviews, Journal Year: 2018, Volume and Issue: 47(15), P. 5786 - 5865

Published: Jan. 1, 2018

This review provides an overview of the use electrochemistry as appealing platform for expediting carbon–hydrogen functionalization and carbon–nitrogen bond formation.

Language: Английский

Citations

880