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

Chemical Society Reviews, Journal Year: 2018, Volume and Issue: 47(17), P. 6603 - 6743

Published: Jan. 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.

Language: Английский

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Recent Advances in Oxidative R¹-H/R²-H Cross-Coupling with Hydrogen Evolution via Photo-/Electrochemistry

Chemical Reviews, Journal Year: 2019, Volume and Issue: 119(12), P. 6769 - 6787

Published: May 10, 2019

Photo-/electrochemical catalyzed oxidative R1-H/R2-H cross-coupling with hydrogen evolution has become an increasingly important issue for molecular synthesis. The dream of construction C-C/C-X bonds from readily available C-H/X-H release H2 can be facilely achieved without external chemical oxidants, providing a greener model bond formation. Given the great influence these reactions in organic chemistry, we give summary state art via photo/electrochemistry, and hope this review will stimulate development synthetic strategy near future.

Language: Английский

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Hydrophobic zeolite modification for in situ peroxide formation in methane oxidation to methanol

Science, Journal Year: 2020, Volume and Issue: 367(6474), P. 193 - 197

Published: Jan. 10, 2020

Confining peroxide to make methanol In principle, hydrogen would be an efficient oxidant for the conversion of methane under mild conditions. practice, however, it is currently too expensive produce ahead time this purpose. Jin et al. report a catalyst system that generates and concentrates immediate reaction with methane. A hydrophobically coated zeolite keeps close gold palladium active site, where incoming then selectively oxidized methanol. Science , issue p. 193

Language: Английский

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Iron and Copper Active Sites in Zeolites and Their Correlation to Metalloenzymes

Chemical Reviews, Journal Year: 2017, Volume and Issue: 118(5), P. 2718 - 2768

Published: Dec. 19, 2017

Metal-exchanged zeolites are a class of heterogeneous catalysts that perform important functions ranging from selective hydrocarbon oxidation to remediation NOx pollutants. Among these, copper and iron remarkably reactive, hydroxylating methane benzene selectively at low temperature form methanol phenol, respectively. In these systems, reactivity occurs well-defined molecular transition metal active sites, in this review we discuss recent advances the spectroscopic characterization sites their reactive intermediates. Site-selective spectroscopy continues play key role, making it possible focus on exist within distribution inactive spectator centers. The definition geometric electronic structures metallozeolites has advanced level bioinorganic chemistry, enabling direct comparison metallozeolite functionally analogous Fe Cu biology. We identify significant parallels differences strategies used by each achieve high reactivity, highlighting potentially interesting mechanisms tune performance synthetic catalysts.

Language: Английский

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Organic synthesis with the most abundant transition metal–iron: from rust to multitasking catalysts

Chemical Society Reviews, Journal Year: 2021, Volume and Issue: 50(1), P. 243 - 472

Published: Jan. 1, 2021

The promising aspects of iron in synthetic chemistry are being explored for three-four decades as a green and eco-friendly alternative to late transition metals. This present review unveils these rich iron-chemistry towards different transformations.

Language: Английский

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C−H Functionalization of Commodity Polymers

Angewandte Chemie International Edition, Journal Year: 2018, Volume and Issue: 58(26), P. 8654 - 8668

Published: Nov. 19, 2018

Synthetic manipulation of polymer substrates is one the oldest and most reliable methods to increase functional diversity soft materials. Modifying chemical structure polymers that are already produced on a commodity scale leverages current high-volume low-cost production plastics for discovery modern A myriad C-H functionalization have been developed which enable modification material properties both laboratory industrial scale. More recently, driven by advances in activation, photoredox catalysis, radical chemistry, chemoselective approaches emerged as means impart precise functionality onto substrates. This Review discusses historical significance contemporary polymers. The conceptual approach outlined herein presents exciting new directions field, including increasing value otherwise pervasive materials, uncovering entirely properties, viable path upcycle post-consumer plastic waste.

Language: Английский

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Artificial Metalloenzymes: Challenges and Opportunities

ACS Central Science, Journal Year: 2019, Volume and Issue: 5(7), P. 1120 - 1136

Published: July 16, 2019

Artificial metalloenzymes (ArMs) result from the incorporation of an abiotic metal cofactor within a protein scaffold. From earliest techniques transition metals adsorbed on silk fibers, field ArMs has expanded dramatically over past 60 years to encompass range reaction classes and inspired approaches: Assembly taken multiple forms with both covalent supramolecular anchoring strategies, while scaffolds have been intuitively selected evolved, repurposed, or designed in silico. Herein, we discuss some most prominent recent examples highlight challenges opportunities presented by field.

Language: Английский

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Selective C(sp³)−H Aerobic Oxidation Enabled by Decatungstate Photocatalysis in Flow

Angewandte Chemie International Edition, Journal Year: 2018, Volume and Issue: 57(15), P. 4078 - 4082

Published: Feb. 16, 2018

A mild and selective C(sp

Language: Английский

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En Route to Intermolecular Cross-Dehydrogenative Coupling Reactions

The Journal of Organic Chemistry, Journal Year: 2019, Volume and Issue: 84(20), P. 12705 - 12721

Published: Aug. 23, 2019

Cross-coupling reaction between two C-H bonds has become a fundamental strategy in synthetic organic chemistry. With its increasing importance green chemistry, atom economy, and step development sky-rocketed within the last 20 years, with term "cross-dehydrogenative coupling (CDC)" popularized progressed by group of Li others to describe direct Y-Z bond formations from Y-H Z-H under oxidative conditions. Among all types CDC reactions, C-C are prime building up molecular complexity but their categorization currently remains disarray due wide diversity, resulting frequent display separate topics. In this Perspective, contemporary via activation strategies is presented herein, which could be vital for future designs. mechanism-based discussion, we wish that minireview will help more chemists gain insight into design reactions inspires ideas on topic.

Language: Английский

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Photosensitization and Photocatalysis—Perspectives in Organic Synthesis

ACS Catalysis, Journal Year: 2018, Volume and Issue: 8(12), P. 12046 - 12055

Published: Nov. 19, 2018

Photochemical sensitization and photocatalysis have very similar definitions are closely related. Each of the two terms preferentially used in different scientific communities. Three types processes discussed: (1) involving energy transfer, (2) which hydrogen abstraction plays a key role, (3) photoredox catalysis electron transfer is involved. The discussed connection with [2 + 2] photo-cycloadditions C–H activation, particular interest for organic synthesis.

Language: Английский

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