Selective Mechanochemical Monoarylation of Unbiased Dibromoarenes by in Situ Crystallization DOI

Tamae Seo,

Koji Kubota, Hajime Ito

et al.

Journal of the American Chemical Society, Journal Year: 2020, Volume and Issue: 142(22), P. 9884 - 9889

Published: April 27, 2020

Palladium-catalyzed Suzuki–Miyaura cross-coupling reactions of liquid, unbiased dibromoarenes under mechanochemical conditions selectively afford the monoarylated products. The lower reactivity crystalline products relative to liquid starting materials should be attributed predominantly low diffusion efficiency former in reaction mixture, which results a selective monoarylation. present study sheds light on novel approach using situ phase transitions solids design organic transformations that are difficult achieve via conventional solution-based synthesis.

Language: Английский

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

Joseph L. Howard,

Qun Cao, Duncan L. Browne

et al.

Chemical Science, Journal Year: 2018, Volume and Issue: 9(12), P. 3080 - 3094

Published: Jan. 1, 2018

Mechanochemistry is becoming more widespread as a technique for molecular synthesis with new mechanochemical reactions being discovered at increasing frequency. This perspective explores what it can offer, aside from the clear benefit of reduced solvent consumption.

Language: Английский

Citations

774

Technological Innovations in Photochemistry for Organic Synthesis: Flow Chemistry, High-Throughput Experimentation, Scale-up, and Photoelectrochemistry DOI
Laura Buglioni, Fabian Raymenants, Aidan Slattery

et al.

Chemical Reviews, Journal Year: 2021, Volume and Issue: 122(2), P. 2752 - 2906

Published: Aug. 10, 2021

Photoinduced chemical transformations have received in recent years a tremendous amount of attention, providing plethora opportunities to synthetic organic chemists. However, performing photochemical transformation can be quite challenge because various issues related the delivery photons. These challenges barred widespread adoption steps industry. past decade, several technological innovations led more reproducible, selective, and scalable photoinduced reactions. Herein, we provide comprehensive overview these exciting advances, including flow chemistry, high-throughput experimentation, reactor design scale-up, combination photo- electro-chemistry.

Language: Английский

Citations

540

Mechanochemistry and organic synthesis: from mystical to practical DOI
Joel Andersen, James Mack

Green Chemistry, Journal Year: 2018, Volume and Issue: 20(7), P. 1435 - 1443

Published: Jan. 1, 2018

Mechanochemical knowledge and technology is leaving empiricism behind. What has been learned? And what secrets still remain in the blackbox?

Language: Английский

Citations

477

Redox reactions of small organic molecules using ball milling and piezoelectric materials DOI
Koji Kubota, Yadong Pang, Akira Miura

et al.

Science, Journal Year: 2019, Volume and Issue: 366(6472), P. 1500 - 1504

Published: Dec. 20, 2019

Over the past decade, photoredox catalysis has harnessed light energy to accelerate bond-forming reactions. We postulated that a complementary method for redox-activation of small organic molecules in response applied mechanical could be developed through piezoelectric effect. Here, we report agitation materials via ball milling reduces aryl diazonium salts. This mechanoredox system can arylation and borylation reactions under mechanochemical conditions.

Language: Английский

Citations

430

Mechanochemical tools for polymer materials DOI Creative Commons
Yinjun Chen,

Gaëlle Mellot,

Diederik van Luijk

et al.

Chemical Society Reviews, Journal Year: 2021, Volume and Issue: 50(6), P. 4100 - 4140

Published: Jan. 1, 2021

This review aims to provide a field guide for the implementation of mechanochemistry in synthetic polymers by summarizing molecules, materials, and methods that have been developed this field.

Language: Английский

Citations

330

Mechanochemistry of Gaseous Reactants DOI
Carsten Bolm, José G. Hernández

Angewandte Chemie International Edition, Journal Year: 2018, Volume and Issue: 58(11), P. 3285 - 3299

Published: Nov. 12, 2018

Abstract In recent years, the application of mechanical energy to chemical systems has repeatedly proven beneficial facilitate transformations in various areas chemistry. Today, a systematic body evidence indicates that mechanochemistry holds great promise become game‐changer synthesis. Not only does permit access products are inaccessible by established means (e.g. purely thermal activation), mechanochemical reactions often outperform their solution‐based counterparts terms sustainability. Most carried out ball milling techniques involve solids and liquids, but number with gaseous reactants is increasing. The aim this Minireview provide an overview involving samples highlight advances technology for safe handling reagents. Examples proceeding at interface solid–/liquid–/gas–gas led significant improvements reactivity or selectivity will also be highlighted.

Language: Английский

Citations

321

Multicomponent mechanochemical synthesis DOI Creative Commons
Marco Leonardi, Mercedes Villacampa, J. Carlos Menéndez

et al.

Chemical Science, Journal Year: 2018, Volume and Issue: 9(8), P. 2042 - 2064

Published: Jan. 1, 2018

Multicomponent reactions promoted by mechanical energy are critically reviewed.

Language: Английский

Citations

276

Metal-Mediated and Metal-Catalyzed Reactions Under Mechanochemical Conditions DOI Creative Commons
Andrea Porcheddu, Evelina Colacino, Lidia De Luca

et al.

ACS Catalysis, Journal Year: 2020, Volume and Issue: 10(15), P. 8344 - 8394

Published: May 27, 2020

The extraordinary impact of metal-based complexes on synthetic methods is still recognized nowadays, and attempts are currently undertaken to further extend the use metal-assisted chemistry environmentally friendly processes within strongly invoked green paradigm. In recent years, mechanochemistry seems provide attractive responses with processing having origins lost in mists time. Focusing panorama organic synthesis, this Review highlights some recently developed mechanochemical reactions introduce reader into fascinating, quite unexplored world mechanochemistry.

Language: Английский

Citations

256

Liquid‐Assisted Grinding Mechanochemistry in the Synthesis of Pharmaceuticals DOI

Ping Ying,

Jingbo Yu, Weike Su

et al.

Advanced Synthesis & Catalysis, Journal Year: 2021, Volume and Issue: 363(5), P. 1246 - 1271

Published: Jan. 21, 2021

Abstract Mechanochemical reactions by milling, grinding or other types of mechanical action have emerged as a salient green approach because its wide applications towards academic and industrial chemical communities in sustainable solvent‐free/solvent‐less processes. Liquid‐assisted (LAG) an extension traditional solvent‐free mechanochemical techniques which small amount liquid is used additive to enhance and/or control reactivity, has been fruitfully applied the screening inclusion compounds, cocrystals, salts, solvates, polymorphs. However, utilization this important technique synthesis pharmaceutically biologically relevant targets was not adequately investigated. This review article summarizes overview latest development LAG approaches active pharmaceutical ingredients (API) drug‐like fragments, highlights superiority versus conventional syntheses. magnified image

Language: Английский

Citations

250

Mechanochemical synthesis of highly porous materials DOI
Barbara Szczęśniak, Sylwia Głowniak, J. Choma

et al.

Materials Horizons, Journal Year: 2020, Volume and Issue: 7(6), P. 1457 - 1473

Published: Jan. 1, 2020

Mechanochemistry became a powerful and popular method for the preparation of various porous materials.

Language: Английский

Citations

236