4.6 Article

Sustainable Ruthenium(II)-Catalyzed C-H Activations in and on H2O

相关参考文献

注意:仅列出部分参考文献,下载原文获取全部文献信息。
Editorial Material Chemistry, Organic

Earth-abundant 3d transition metals on the rise in catalysis

Nikolaos Kaplaneris et al.

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY (2022)

Review Chemistry, Multidisciplinary

A Perspective on Late-Stage Aromatic C-H Bond Functionalization

Li Zhang et al.

Summary: Aromatic C-H late-stage functionalization poses challenges in terms of reactivity, selectivity, and substrate scope, but also shows potential for development. It is necessary to address current challenges and explore new strategies and directions for growth.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2022)

Article Chemistry, Medicinal

Pilot Study to Quantify Palladium Impurities in Lead-like Compounds Following Commonly Used Purification Techniques

Maria Chatzopoulou et al.

Summary: Palladium-catalyzed reactions are widely used in organic synthesis, but residual metal impurities, such as palladium, may remain in the reaction products. This study quantifies for the first time the levels of residual palladium in purified reaction products and provides simple guidelines to minimize the potential risks associated with residual palladium.

ACS MEDICINAL CHEMISTRY LETTERS (2022)

Review Chemistry, Multidisciplinary

Advancing the Logic of Chemical Synthesis: C-H Activation as Strategic and Tactical Disconnections for C-C Bond Construction

Nelson Y. S. Lam et al.

Summary: The design of synthetic routes by retrosynthetic logic is influenced by available transformations. Transition-metal-catalyzed C-H activation is a powerful strategy for C-C bond formation, but its uptake in total synthesis has been tepid due to synthetic intractability and a lack of comprehensive guidelines. This Review addresses these issues and offers a guide to identify retrosynthetic opportunities to generate C-C bonds by C-H activation processes. Comparing traditional approaches and recent C-H activation methods, this Review demonstrates more efficient retrosynthetic strategies enabled by C-H activation for C-C bond construction.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

Article Chemistry, Organic

Regioselective C-H Alkenylation and Unsymmetrical Bis-olefination of Heteroarene Carboxylic Acids with Ruthenium Catalysis in Water

Anup Mandal et al.

Summary: An efficient weak carboxylate-assisted oxidative cross-dehydrogenative C-H/C-H coupling reaction has been developed using water as solvent and ruthenium(II) catalysis, enabling the synthesis of a diverse array of high-value olefin-tethered heteroarenes in high yields (up to 87%). The approach also allows for tunable synthesis of densely functionalized heteroarenes through challenging unsymmetrical bis-olefination process in a one-pot sequential fashion, demonstrating a reversible ruthenation process and suggesting C-H metalation step might not be rate-determining.

JOURNAL OF ORGANIC CHEMISTRY (2021)

Article Biochemistry & Molecular Biology

C-H activation by immobilized heterogeneous photocatalysts

Isaac Choi et al.

Summary: In recent decades, the merger of photocatalysis with transition metal chemistry has emerged as a sustainable tool in modern molecular syntheses, showcasing significant advances. This Account highlights the progress in synergistic photo-enabled C-H activations and focuses on the recent developments in heterogeneous photo-induced C-H activation enabled by immobilized hybrid catalysts, emphasizing on recyclability and robustness.

PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES (2021)

Article Chemistry, Multidisciplinary

Organic Electrochemistry: Molecular Syntheses with Potential

Cuiju Zhu et al.

Summary: Organic electrosynthesis has emerged as a sustainable platform for molecular assembly, showcasing exceptional selectivities, synergies with photocatalysis or dual electrocatalysis, and novel mechanisms in metallaelectrocatalysis.

ACS CENTRAL SCIENCE (2021)

Article Chemistry, Organic

Remote C-H Functionalizations by Ruthenium Catalysis

Lutz Ackermann et al.

Summary: Synthetic transformations of inert C-H bonds have been widely used in molecular modifications, but achieving full control of site-selectivity remains a key challenge. The review highlights the unique characteristics of ruthenium catalysis for remote C-H activations and the importance of this method in late-stage modifications of bio-relevant molecules.

SYNTHESIS-STUTTGART (2021)

Review Chemistry, Physical

Organic synthesis in Aqueous Multiphase Systems - Challenges and opportunities ahead of us

Pascal Hauk et al.

Summary: Chemistry in water enabled by surfactants has seen significant growth and interest in the last decade, but there are still gaps in understanding the physico-chemical and mechanistic aspects. Further developments are needed for a larger impact in the future.

CURRENT OPINION IN COLLOID & INTERFACE SCIENCE (2021)

Review Chemistry, Multidisciplinary

Late-stage C-H functionalization offers new opportunities in drug discovery

Lucas Guillemard et al.

Summary: In the past decade, the introduction of late-stage functionalization methodologies has significantly advanced the landscape of molecular synthesis. Particularly, C-H functionalization approaches have led to improvements in resource economy and new strategies for drug discovery. However, challenges and limitations in current LSF methods indicate the need for future improvements and development of new approaches.

NATURE REVIEWS CHEMISTRY (2021)

Article Multidisciplinary Sciences

C-H activation

Torben Rogge et al.

Summary: C-H activation has emerged as a powerful platform for molecular syntheses in various fields including natural product syntheses, pharmaceutical industries, and material sciences. This Primer summarizes best practices for experimental set-up, data deposition, and key developments in C-H activation, as well as discussing its applications and limitations.

NATURE REVIEWS METHODS PRIMERS (2021)

Review Chemistry, Organic

Green strategies for transition metal-catalyzed C-H activation in molecular syntheses

Uttam Dhawa et al.

Summary: Transition metal catalyzed C-H activation has become a powerful tool in molecular synthesis, with recent focus on achieving high levels of resource economy to improve sustainability and environmental friendliness in synthesis processes.

ORGANIC CHEMISTRY FRONTIERS (2021)

Review Chemistry, Multidisciplinary

Water as the reaction medium in organic chemistry: from our worst enemy to our best friend

Margery Cortes-Clerget et al.

Summary: This review considers water as the logical reaction medium for the future of organic chemistry, discussing both on water and in water phenomena. It highlights the unique roles water plays in organic synthesis.

CHEMICAL SCIENCE (2021)

Review Chemistry, Multidisciplinary

Metalla-electrocatalyzed C-H Activation by Earth-Abundant 3d Metals and Beyond

Lutz Ackermann

ACCOUNTS OF CHEMICAL RESEARCH (2020)

Review Chemistry, Multidisciplinary

Site-Selective C-H Functionalization via Synergistic Use of Electrochemistry and Transition Metal Catalysis

Ke-Jin Jiao et al.

ACCOUNTS OF CHEMICAL RESEARCH (2020)

Review Chemistry, Multidisciplinary

Reactions in Water Involving the On-Water Mechanism

Taku Kitanosono et al.

CHEMISTRY-A EUROPEAN JOURNAL (2020)

Review Chemistry, Multidisciplinary

Fundamentals, Applications, and Future Directions of Bioelectrocatalysis

Hui Chen et al.

CHEMICAL REVIEWS (2020)

Review Chemistry, Multidisciplinary

Flow Photochemistry: Shine Some Light on Those Tubes!

Carlo Sambiagio et al.

TRENDS IN CHEMISTRY (2020)

Article Chemistry, Multidisciplinary

Micellar Catalysis for Ruthenium(II)-Catalyzed C-H Arylation: Weak-Coordination-Enabled C-H Activation in H2O

Santhivardhana Reddy Yetra et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Chemistry, Multidisciplinary

Biomass-Derived Solvents for Sustainable Transition Metal-Catalyzed C-H Activation

Parthasarathy Gandeepan et al.

ACS SUSTAINABLE CHEMISTRY & ENGINEERING (2019)

Review Chemistry, Multidisciplinary

Electrochemical Oxidative Cross-Coupling with Hydrogen Evolution Reactions

Yong Yuan et al.

ACCOUNTS OF CHEMICAL RESEARCH (2019)

Article Chemistry, Multidisciplinary

Arene-Free Ruthenium(II/IV)-Catalyzed Bifurcated Arylation for Oxidative C-H/C-H Functionalizations

Torben Rogge et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Multidisciplinary Sciences

Late-stage peptide C-H alkylation for bioorthogonal C-H activation featuring solid phase peptide synthesis

Alexandra Schischko et al.

NATURE COMMUNICATIONS (2019)

Review Chemistry, Multidisciplinary

Accessing Remote meta- and para-C(sp(2))-H Bonds with Covalently Attached Directing Groups

Aniruddha Dey et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Chemistry, Organic

Ruthenium(II)-Catalyzed C-H Bond [3+2] Annulation of N-Nitrosoanilines with Alkynes in Water

Xun Chen et al.

ASIAN JOURNAL OF ORGANIC CHEMISTRY (2019)

Review Chemistry, Multidisciplinary

3d Transition Metals for C-H Activation

Parthasarathy Gandeepan et al.

CHEMICAL REVIEWS (2019)

Review Chemistry, Multidisciplinary

C-H functionalization reactions under flow conditions

Stefano Santoro et al.

CHEMICAL SOCIETY REVIEWS (2019)

Article Chemistry, Organic

Ruthenium(II)-Catalyzed Direct C-H Arylation of Indoles with Arylsilanes in Water

Pradeep Nareddy et al.

ORGANIC LETTERS (2018)

Review Chemistry, Multidisciplinary

Late-Stage Peptide Diversification by Position-Selective C-H Activation

Wei Wang et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

Article Chemistry, Multidisciplinary

Electrooxidative Ruthenium-Catalyzed C-H/O-H Annulation by Weak O-Coordination

Youai Qiu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

Review Chemistry, Multidisciplinary

Green and Sustainable Solvents in Chemical Processes

Coby J. Clarke et al.

CHEMICAL REVIEWS (2018)

Review Chemistry, Multidisciplinary

Regioselective C-H Alkylation via Carboxylate-Directed Hydroarylation in Water

Guodong Zhang et al.

CHEMISTRY-A EUROPEAN JOURNAL (2018)

Review Chemistry, Multidisciplinary

The Hydrophobic Effect Applied to Organic Synthesis: Recent Synthetic Chemistry in Water

Bruce H. Lipshutz et al.

CHEMISTRY-A EUROPEAN JOURNAL (2018)

Article Chemistry, Multidisciplinary

Ruthenium(II) oxidase catalysis for C-H alkenylations in biomass-derived gamma-valerolactone

Alexander Bechtoldt et al.

GREEN CHEMISTRY (2018)

Article Chemistry, Organic

Recent advances in mechanochemical C-H functionalization reactions

Shujuan Zhao et al.

TETRAHEDRON LETTERS (2018)

Article Chemistry, Multidisciplinary

Mechanochemistry as an emerging tool for molecular synthesis: what can it offer?

Joseph L. Howard et al.

CHEMICAL SCIENCE (2018)

Article Chemistry, Physical

Sequential meta-/ortho-C-H Functionalizations by One-Pot Ruthenium(I/III) Catalysis

Korkit Korvorapun et al.

ACS CATALYSIS (2018)

Review Chemistry, Physical

Electrocatalytic C-H Activation

Nicolas Sauermann et al.

ACS CATALYSIS (2018)

Article Chemistry, Organic

Ruthenium-Catalyzed Intramolecular Hydroarylation of Arenes with Olefins in Water

Kallol Mukherjee et al.

ASIAN JOURNAL OF ORGANIC CHEMISTRY (2018)

Article Chemistry, Applied

Carboxyl-Directed Conjugate Addition of C-H Bonds to ,-Unsaturated Ketones in Air and Water

Wen-Jing Han et al.

ADVANCED SYNTHESIS & CATALYSIS (2018)

Review Chemistry, Multidisciplinary

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

Carlo Sambiagio et al.

CHEMICAL SOCIETY REVIEWS (2018)

Review Chemistry, Multidisciplinary

Recent applications of C-H functionalization in complex natural product synthesis

Dylan J. Abrams et al.

CHEMICAL SOCIETY REVIEWS (2018)

Review Chemistry, Multidisciplinary

The merger of transition metal and photocatalysis

Jack Twilton et al.

NATURE REVIEWS CHEMISTRY (2017)

Article Chemistry, Multidisciplinary

Mild Decarboxylative C-H Alkylation: Computational Insights for Solvent-Robust Ruthenium(II) Domino Manifold

N. Y. Phani Kumar et al.

CHEMISTRY-A EUROPEAN JOURNAL (2017)

Review Chemistry, Inorganic & Nuclear

Sustainable metal catalysis in C-H activation

Nikolaos V. Tzouras et al.

COORDINATION CHEMISTRY REVIEWS (2017)

Review Chemistry, Multidisciplinary

Transition-Metal-Catalyzed C-H Alkylation Using Alkenes

Zhe Dong et al.

CHEMICAL REVIEWS (2017)

Review Chemistry, Multidisciplinary

Transition Metal-Catalyzed C-H Amination: Scope, Mechanism, and Applications

Yoonsu Park et al.

CHEMICAL REVIEWS (2017)

Review Chemistry, Multidisciplinary

Iron-Catalyzed C-H Bond Activation

Rui Shang et al.

CHEMICAL REVIEWS (2017)

Article Chemistry, Multidisciplinary

Bioorthogonal Diversification of Peptides through Selective Ruthenium(II)-Catalyzed C-H Activation

Alexandra Schischko et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2017)

Article Chemistry, Multidisciplinary

Ruthenium Oxidase Catalysis for Site-Selective C-H Alkenylations with Ambient O2 as the Sole Oxidant

Alexander Bechtoldt et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2016)

Article Chemistry, Multidisciplinary

Single-Component Phosphinous Acid Ruthenium(II) Catalysts for Versatile C-H Activation by Metal-Ligand Cooperation

Daniel Zell et al.

CHEMISTRY-A EUROPEAN JOURNAL (2016)

Review Chemistry, Physical

Cobalt-Catalyzed C-H Activation

Marc Moselage et al.

ACS CATALYSIS (2016)

Review Chemistry, Multidisciplinary

Photochemical Approaches to Complex Chemotypes: Applications in Natural Product Synthesis

Markus D. Karkas et al.

CHEMICAL REVIEWS (2016)

Review Chemistry, Multidisciplinary

Organic Photoredox Catalysis

Nathan A. Romero et al.

CHEMICAL REVIEWS (2016)

Review Chemistry, Multidisciplinary

Direct (Hetero)arylation Polymerization: Simplicity for Conjugated Polymer Synthesis

Jean-Remi Pouliot et al.

CHEMICAL REVIEWS (2016)

Review Chemistry, Multidisciplinary

Mild metal-catalyzed C-H activation: examples and concepts

T. Gensch et al.

CHEMICAL SOCIETY REVIEWS (2016)

Review Chemistry, Multidisciplinary

The medicinal chemist's toolbox for late stage functionalization of drug-like molecules

Tim Cernak et al.

CHEMICAL SOCIETY REVIEWS (2016)

Article Chemistry, Multidisciplinary

C-H Bond Activation/Arylation Catalyzed by Arene-Ruthenium-Aniline Complexes in Water

Chinky Binnani et al.

CHEMISTRY-AN ASIAN JOURNAL (2016)

Review Chemistry, Multidisciplinary

Heterogeneous catalytic approaches in C-H activation reactions

Stefano Santoro et al.

GREEN CHEMISTRY (2016)

Article Chemistry, Multidisciplinary

Undirected, Homogeneous C-H Bond Functionalization: Challenges and Opportunities

John F. Hartwig et al.

ACS CENTRAL SCIENCE (2016)

Review Chemistry, Multidisciplinary

Iron-Catalyzed C-H Functionalization Processes

Gianpiero Cera et al.

TOPICS IN CURRENT CHEMISTRY (2016)

Review Chemistry, Multidisciplinary

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

Olafs Daugulis et al.

ACCOUNTS OF CHEMICAL RESEARCH (2015)

Review Chemistry, Multidisciplinary

Carboxylate-Assisted Ruthenium-Catalyzed Alkyne Annulations by C-H/Het-H Bond Functionalizations

Lutz Ackermann

ACCOUNTS OF CHEMICAL RESEARCH (2014)

Review Chemistry, Multidisciplinary

Low-Valent Cobalt Catalysis: New Opportunities for C-H Functionalization

Ke Gao et al.

ACCOUNTS OF CHEMICAL RESEARCH (2014)

Article Chemistry, Multidisciplinary

Synthesis and Application of Water-Soluble NHC Transition-Metal Complexes

Lars-Arne Schaper et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2013)

Review Chemistry, Multidisciplinary

On the Way Towards Greener Transition-Metal-Catalyzed Processes as Quantified by E Factors

Bruce H. Lipshutz et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2013)

Article Chemistry, Multidisciplinary

One-pot direct C-H arylation of arenes in water catalysed by RuCl3 center dot nH(2)O-NaOAc in the presence of Zn

Luis A. Adrio et al.

CHEMICAL COMMUNICATIONS (2013)

Article Chemistry, Multidisciplinary

Ruthenium(II)-catalyzed selective monoarylation in water and sequential functionalisations of C-H bonds

Percia B. Arockiam et al.

GREEN CHEMISTRY (2013)

Article Chemistry, Applied

Sanofi's Solvent Selection Guide: A Step Toward More Sustainable Processes

Denis Prat et al.

ORGANIC PROCESS RESEARCH & DEVELOPMENT (2013)

Article Chemistry, Medicinal

Metal Impurities Cause False Positives in High-Throughput Screening Campaigns

Johannes C. Hermann et al.

ACS MEDICINAL CHEMISTRY LETTERS (2013)

Review Chemistry, Multidisciplinary

Metal-Catalyzed Nitrogen-Atom Transfer Methods for the Oxidation of Aliphatic C-H Bonds

Jennifer L. Roizen et al.

ACCOUNTS OF CHEMICAL RESEARCH (2012)

Review Chemistry, Multidisciplinary

C-H Bond Functionalization: Emerging Synthetic Tools for Natural Products and Pharmaceuticals

Junichiro Yamaguchi et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2012)

Review Chemistry, Multidisciplinary

Palladium-Catalyzed Cross-Coupling: A Historical Contextual Perspective to the 2010 Nobel Prize

Carin C. C. Johansson Seechurn et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2012)

Review Chemistry, Multidisciplinary

Ruthenium(II)-Catalyzed C-H Bond Activation and Functionalization

Percia Beatrice Arockiam et al.

CHEMICAL REVIEWS (2012)

Article Chemistry, Organic

Ruthenium-Catalyzed Oxidative C-H Alkenylations of Anilides and Benzamides in Water

Lutz Ackermann et al.

ORGANIC LETTERS (2012)

Review Chemistry, Multidisciplinary

C-H functionalization logic in total synthesis

Will R. Gutekunst et al.

CHEMICAL SOCIETY REVIEWS (2011)

Article Chemistry, Physical

Direct Arylation as a Synthetic Tool for the Synthesis of Thiophene-Based Organic Electronic Materials

Derek J. Schipper et al.

CHEMISTRY OF MATERIALS (2011)

Article Chemistry, Organic

Ruthenium-Catalyzed C-H/N-O Bond Functionalization: Green Isoquinolone Syntheses in Water

Lutz Ackermann et al.

ORGANIC LETTERS (2011)

Article Chemistry, Applied

Using the Right Green Yardstick: Why Process Mass intensity Is Used in the Pharmaceutical Industry To Drive More Sustainable Processes

Concepcion Jimenez-Gonzalez et al.

ORGANIC PROCESS RESEARCH & DEVELOPMENT (2011)

Article Chemistry, Multidisciplinary

C-H Bond Functionalization in Water Catalyzed by Carboxylato Ruthenium(II) Systems

Percia B. Arockiam et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2010)

Review Chemistry, Multidisciplinary

Rhodium-Catalyzed C-C Bond Formation via Heteroatom-Directed C-H Bond Activation

Denise A. Colby et al.

CHEMICAL REVIEWS (2010)

Review Chemistry, Organic

Transition-Metal-Catalyzed Regioselective Arylation and Vinylation of Carboxylic Acids

Tetsuya Satoh et al.

SYNTHESIS-STUTTGART (2010)

Review Chemistry, Multidisciplinary

Transition-Metal-Catalyzed Direct Arylation of (Hetero)Arenes by C-H Bond Cleavage

Lutz Ackermann et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2009)

Review Chemistry, Multidisciplinary

Organic Synthesis On Water

Arani Chanda et al.

CHEMICAL REVIEWS (2009)

Article Chemistry, Organic

[RuCl3(H2O)n]-catalyzed direct arylations

Lutz Ackermann et al.

TETRAHEDRON (2008)

Article Chemistry, Organic

[RuCl3(H2O)n]-catalyzed direct arylations with bromides as electrophiles

Lutz Ackermann et al.

SYNLETT (2007)

Article Chemistry, Multidisciplinary

Ruthenium(IV) alkylidenes as precatalysts for direct arylations of Alkenes with aryl chlorides and an application to sequential catalysis

Lutz Ackermann et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2007)

Article Chemistry, Multidisciplinary

The E factor: fifteen years on

Roger A. Sheldon

GREEN CHEMISTRY (2007)

Article Chemistry, Multidisciplinary

Catalytic arylation reactions by C-H bond activation with aryl tosylates

L Ackermann et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2006)

Article Chemistry, Multidisciplinary

On water: Unique reactivity of organic compounds in aqueous suspension

S Narayan et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2005)