Journal ArticleDOI
Organocatalysis and C-H activation meet radical- and electron-transfer reactions.
Armido Studer,Dennis P. Curran +1 more
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Recent published "organocatalytic C-H activation reactions" have now been interpreted as base-promoted homolytic substitutions, which could be experimental breakthroughs because they presage new transformations in radical (anion) chemistry.Abstract:
A radical outlook: Recently published "organocatalytic C-H activation reactions" have now been interpreted as base-promoted homolytic substitutions. The addition of an aryl radical to an arene followed by deprotonation (see above) and electron transfer form part of the chain reaction. Although these new results are not conceptual breakthroughs, they could be experimental breakthroughs because they presage new transformations in radical (anion) chemistry. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.read more
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Journal ArticleDOI
Catalysis of Radical Reactions: A Radical Chemistry Perspective.
Armido Studer,Dennis P. Curran +1 more
TL;DR: This work critically address both catalyst-free and catalytic radical reactions through the lens of radical chemistry, using basic principles of kinetics and thermodynamics to address problems of initiation, propagation, and inhibition of radical chains.
Journal ArticleDOI
A "Renaissance" in radical trifluoromethylation
TL;DR: The present article addresses the radical trifluoromethylation of alkenes and arenes mainly focussing on recent achievements, however, important earlier work in this field is also covered.
Journal ArticleDOI
Transition-Metal-Free Coupling Reactions
TL;DR: This research presents a new generation of state-of-the-art materials for bioorganic and non-volatile organometallic research that combines high-performance liquid chromatography and high-tech materials for organic synthesis.
Journal ArticleDOI
Radicals: Reactive Intermediates with Translational Potential
TL;DR: This Perspective illustrates the defining characteristics of free radical chemistry, beginning with its rich and storied history, and studies from the laboratory are discussed along with recent developments emanating from others in this burgeoning area.
Journal ArticleDOI
Recent advances in C–S bond formation via C–H bond functionalization and decarboxylation
TL;DR: This review intends to explore recent advances in C-S bond formation via C-H functionalization and decarboxylation, and the growing opportunities they present to the construction of complex chemical scaffolds for applications encompassing natural product synthesis, synthetic methodology development, and functional materials as well as nanotechnology.
References
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BookDOI
Radicals in Organic Synthesis
Philippe Renaud,Mukund P. Sibi +1 more
TL;DR: In this article, the authors discuss the properties of radical chain reactions, single electron properties of radicals, and applications of radical rearrangements in total synthesis, and biomaterials.
Journal ArticleDOI
Polarity-reversal catalysis of hydrogen-atom abstraction reactions: concepts and applications in organic chemistry
TL;DR: The concept of polarity reversal catalysis (PRC) was introduced in this paper to replace a single-step abstraction, that is slow because of unfavourable polar effects, with a two-step process in which the radicals and substrates are matched.
Journal ArticleDOI
An efficient organocatalytic method for constructing biaryls through aromatic C–H activation
Chang‐Liang Sun,Hu Li,Da-Gang Yu,Miao Yu,Xiao Zhou,Xingyu Lu,Kun Huang,Shu-Fang Zheng,Bi-Jie Li,Zhang-Jie Shi +9 more
TL;DR: A cross-coupling between aryl halides and common arenes mediated by 1,10-phenanthroline as catalyst, in the presence of potassium tert-butoxide as base is described, opening a new window for achieving C–H activation without the need for transition metal catalysts.
Journal ArticleDOI
Organocatalysis in Cross-Coupling: DMEDA-Catalyzed Direct C−H Arylation of Unactivated Benzene
Wei Liu,Hao Cao,Hua Zhang,Heng Zhang,Kin Ho Chung,Chuan He,Haibo Wang,Fuk Yee Kwong,Aiwen Lei +8 more
TL;DR: A conceptually different approach toward the biaryl syntheses is uncovered by using DMEDA as the catalyst to promote the direct C-H arylation of unactivated benzene in the presence of potassium tert-butoxide.
Journal ArticleDOI
tert-Butoxide-mediated arylation of benzene with aryl halides in the presence of a catalytic 1,10-phenanthroline derivative.
TL;DR: Sodium tert-butoxide mediates the coupling of aryl halides with benzene derivatives without the aid of transition metal catalysts but with a catalytic 1,10-phenanthroline derivative.