Journal ArticleDOI
Copper-Catalyzed Aerobic Oxidative C ? H Functionalizations: Trends and Mechanistic Insights
TLDR
This work has reported several recently reported Cu-catalyzed C-H oxidation reactions that feature substrates that are electron-deficient or appear unlikely to undergo single-electron transfer to copper(II), and evidence has been obtained for the involvement of organocopper(III) intermediates in the reaction mechanism.Abstract:
The selective oxidation of C-H bonds and the use of O(2) as a stoichiometric oxidant represent two prominent challenges in organic chemistry. Copper(II) is a versatile oxidant, capable of promoting a wide range of oxidative coupling reactions initiated by single-electron transfer (SET) from electron-rich organic molecules. Many of these reactions can be rendered catalytic in Cu by employing molecular oxygen as a stoichiometric oxidant to regenerate the active copper(II) catalyst. Meanwhile, numerous other recently reported Cu-catalyzed C-H oxidation reactions feature substrates that are electron-deficient or appear unlikely to undergo single-electron transfer to copper(II). In some of these cases, evidence has been obtained for the involvement of organocopper(III) intermediates in the reaction mechanism. Organometallic C-H oxidation reactions of this type represent important new opportunities for the field of Cu-catalyzed aerobic oxidations.read more
Citations
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Journal ArticleDOI
Ruthenium(II)-Catalyzed C–H Bond Activation and Functionalization
Journal ArticleDOI
Catalytic Functionalization of C(sp2) ? H and C(sp3) ? H Bonds by Using Bidentate Directing Groups
Guy Rouquet,Naoto Chatani +1 more
TL;DR: It would, therefore, appear that direct functionalization of substrates by activation of C-H bonds would eliminate the multiple steps and limitations associated with the preparation of functionalized starting materials.
Journal ArticleDOI
Transition Metal-Catalyzed C–H Amination: Scope, Mechanism, and Applications
TL;DR: This Review comprehensively highlights recent advances in intra- and intermolecular C-H amination reactions utilizing late transition metal-based catalysts using mechanistic scaffolds and types of reactions.
Journal ArticleDOI
3d Transition Metals for C-H Activation.
Parthasarathy Gandeepan,Thomas Müller,Daniel Zell,Gianpiero Cera,Svenja Warratz,Lutz Ackermann +5 more
TL;DR: A comprehensive overview on first row transition metal catalysts for C-H activation until summer 2018 is provided.
Journal ArticleDOI
Mild metal-catalyzed C–H activation: examples and concepts
TL;DR: This review presents the current state of the art in this field and detail C-H activation transformations reported since 2011 that proceed either at or below ambient temperature, in the absence of strongly acidic or basic additives or without strong oxidants.
References
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Journal ArticleDOI
Fine-Tuning the Electronic Properties of Highly Stable Organometallic CuIII Complexes Containing Monoanionic Macrocyclic Ligands
Raiil Xifra,Xavi Ribas,Antoni Llobet,Albert Poater,Miquel Duran,Miquel Solà,T. Daniel P. Stack,Jordi Benet-Buchholz,Bruno Donnadieu,José Mahía,Teodor Parella +10 more
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Recent advances in asymmetric oxidative coupling of 2‐naphthol and its derivatives
TL;DR: This review provides an overview of enantioselective synthesis of optical active BINOLs by straightforward asymmetric oxidative coupling of identical 2-naphthol and its substituted derivatives.
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Novel cofactors via post-translational modifications of enzyme active sites
TL;DR: These modifications create structural and functional diversity and the function and biosynthesis of some of these modifications are well understood but others need further investigation.
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A highly stereoselective synthesis of s(-)-[1,1′-binaphthalene]-2,2′-diol
J. Brussee,A.C.A. Jansen +1 more
TL;DR: The title compound was synthesized from 2-naphthol by a S-(+)-amphetamine-copper (II) complex in high chemical yield (85%) and high optical purity (up to 95%) as discussed by the authors.
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Diastereotopos-differentiating C–H activation reactions at methylene groups
Pavel Herrmann,Thorsten Bach +1 more
TL;DR: This critical review aims to summarize and to highlight a specific subgroup of these transformations, C-H activation reactions of chiral substrates bearing diastereotopic hydrogen atoms at methylene groups.
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