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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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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A comprehensive overview of directing groups applied in metal-catalysed C–H functionalisation chemistry

Chemical Society Reviews, Год журнала: 2018, Номер 47(17), С. 6603 - 6743

Опубликована: Янв. 1, 2018

The present review is devoted to summarizing the recent advances (2015-2017) in field of metal-catalysed group-directed C-H functionalisation. In order clearly showcase molecular diversity that can now be accessed by means directed functionalisation, whole organized following directing groups installed on a substrate. Its aim comprehensive reference work, where specific group easily found, together with transformations which have been carried out it. Hence, primary format this schemes accompanied concise explanatory text, are ordered sections according their chemical structure. feature typical substrates used, products obtained as well required reaction conditions. Importantly, each example commented respect most important positive features and drawbacks, aspects such selectivity, substrate scope, conditions, removal, greenness. targeted readership both experts functionalisation chemistry (to provide overview progress made last years) and, even more so, all organic chemists who want introduce way thinking for design straightforward, efficient step-economic synthetic routes towards molecules interest them. Accordingly, should particular also scientists from industrial R&D sector. overall goal promote application reactions outside research dedicated method development establishing it valuable archetype contemporary R&D, comparable role cross-coupling play date.

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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Bidentate, Monoanionic Auxiliary-Directed Functionalization of Carbon–Hydrogen Bonds

Accounts of Chemical Research, Год журнала: 2015, Номер 48(4), С. 1053 - 1064

Опубликована: Март 10, 2015

ConspectusIn recent years, carbon–hydrogen bond functionalization has evolved from an organometallic curiosity to a tool used in mainstream applications the synthesis of complex natural products and drugs. The use C–H bonds as transformable functional group is advantageous because these are most abundant functionality organic molecules. One-step conversion desired shortens synthetic pathways, saving reagents, solvents, labor. Less chemical waste generated well, showing that this chemistry environmentally beneficial. This Account describes development bidentate, monoanionic auxiliaries for transition-metal-catalyzed reactions. was initially developed overcome limitations with palladium-catalyzed assisted by monodentate directing groups. By electron-rich bidentate groups, unactivated sp3 under palladium catalysis been developed. Furthermore, number base-metal complexes catalyze sp2 bonds. At point, aminoquinoline, picolinic acid, related compounds among versatile moieties chemistry. These groups facilitate catalytic iron, cobalt, nickel, copper, ruthenium, rhodium, complexes. Exceptionally general reactivity observed, enabling, other transformations, direct arylation, alkylation, fluorination, sulfenylation, amination, etherification, carbonylation, alkenylation versatility auxilaries can be attributed following factors. First, they capable stabilizing high oxidation states transition metals, thereby facilitating step. Second, removed, enabling their medicinally relevant substances. While presents significant advance, several methodology apparent. expensive second-row metal catalysts still required efficient functionalization. need install subsequently remove relatively disadvantage.

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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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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Iron-Catalyzed C–H Bond Activation

Chemical Reviews, Год журнала: 2017, Номер 117(13), С. 9086 - 9139

Опубликована: Апрель 5, 2017

Catalytic C-H bond activation, which was an elusive subject of chemical research until the 1990s, has now become a standard synthetic method for formation new C-C and C-heteroatom bonds. The potential activation first described ruthenium catalysis is widely exploited by use various precious metals. Driven increasing interest in utilization ubiquitous metals that are abundant nontoxic, iron rapidly growing area research, iron-catalyzed been most actively explored recent years. In this review, we summarize development stoichiometric long history, catalytic functionalization, emerged about 10 years ago. We focus review on reactions take place via reactive organoiron intermediates, excluded those as Lewis acid or radical initiator. contents categorized type cleaved formed thereafter, it covers simple substrates possessing directing group anchors catalyst to substrate, providing overview iron-mediated reported literature October 2016.

Язык: Английский

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Bidentate Directing Groups: An Efficient Tool in C–H Bond Functionalization Chemistry for the Expedient Construction of C–C Bonds

Chemical Reviews, Год журнала: 2020, Номер 120(3), С. 1788 - 1887

Опубликована: Янв. 6, 2020

During the past decades, synthetic organic chemistry discovered that directing group assisted C–H activation is a key tool for expedient and siteselective construction of C–C bonds. Among various strategies, bidentate groups are now recognized as one most efficient devices selective functionalization certain positions due to fact its metal center permits fine, tunable, reversible coordination. The family permit types assistance be achieved, such N,N-dentate, N,O-dentate, N,S-dentate auxiliaries, which categorized based on coordination site. In this review, we broadly discuss bond reactions formation bonds with aid groups.

Язык: Английский

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