Direct Mechanocatalysis with Pd Alloys DOI Creative Commons
Wilm Pickhardt,

Fabiene Joel Leon Kraus,

Maximilian Wohlgemuth

et al.

ChemCatChem, Journal Year: 2024, Volume and Issue: unknown

Published: May 2, 2024

Abstract In this study, we assess the suitability of Pd alloys in direct mechanocatalytic coupling reactions. Copper (Cu) and nickel (Ni) were alloyed with palladium (Pd), alongside testing a high entropy alloy gold alloy. Compared to pure balls are promising terms mechanical properties costs. Combining Cu Ni improved resilience by up 330 % while retaining catalytic activity, for tested Suzuki‐Miyaura Sonogashira‐Hagihara couplings. Both which led good excellent yields within one hour. Notably, containing 20 showed increased over 80 Sonogashira coupling, comparable Pd. XPS in‐situ PXRD analysis showcased influence metals on processes, emphasizing significance surface composition milling balls.

Language: Английский

Intermediates in Mechanochemical Reactions DOI
Karen J. Ardila‐Fierro, José G. Hernández

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(14)

Published: Jan. 5, 2024

Abstract Mechanochemical reactions offer methodological and environmental advantages for chemical synthesis, constantly attracting attention within the scientific community. Besides unmistakable sustainability advantages, conditions under which mechanochemical occur, namely solventless conditions, sometimes facilitate isolation of otherwise labile or inaccessible products. Despite these limited knowledge exists regarding mechanisms types intermediates involved. Nevertheless, in an expanding number cases, ex situ monitoring techniques have allowed observation, characterization, reaction transformations. In this Minireview, we present a series examples reactive been detected spanning organic, organometallic, inorganic, materials chemistry. Many were stabilized by non‐covalent interactions, played pivotal role guiding We believe that uncovering understanding such instances, growing mechanochemistry community could find novel opportunities catalysis discover new while achieving simplification design.

Language: Английский

Citations

29
Nickel-catalyzed cross-coupling aminations via high-throughput mechanochemistry enabled by resonant acoustic mixing DOI Creative Commons
Alice Nanni,

Deshen Kong,

Chen Zhu

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(14), P. 8341 - 8347

Published: Jan. 1, 2024

Resonant Acoustic Mixing (RAM) allows High Throughput Experimentation (HTE) using commercially available 96-well plates as exemplified by the nickel catalyzed C–N cross coupling of aryl halides with different amine and anilines.

Language: Английский

Citations

6
Continuous Direct Mechanocatalytic Suzuki‐Miyaura Coupling via Twin‐Screw Extrusion DOI Creative Commons

Viviene Chantrain,

Tilo Rensch, Wilm Pickhardt

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(17)

Published: Jan. 11, 2024

This work establishes the first direct mechanocatalytic reaction protocol within an extruder, focusing on Suzuki-Miyaura reaction. Through coating of either extruder screws or barrel with Pd, we executed cross-coupling without reliance molecular catalyst compounds powders, and solvents continuously. We identified influence interplay crucial parameters such as temperature, mechanical energy input, residence time, rheology, contact time finally obtained 36 % 75 product after one four reactor passes respectively.

Language: Английский

Citations

5
Mechanochemical Cyclotrimerization: A Versatile Tool to Covalent Organic Frameworks with Tunable Stacking Mode DOI Creative Commons

Stefanie Hutsch,

Allison Leonard,

Sven Graetz

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(30)

Published: April 29, 2024

Abstract We introduce the first mechanochemical cyclotrimerization of nitriles, a facile strategy for synthesizing triazine‐containing molecules and materials, overcoming challenges related to carbonization solubility. Conducting this solid‐state approach in mixer ball mill with 4‐Methylbenzonitrile, we synthesize Tris(4‐methylphenyl)‐1,3,5‐triazine quantitatively as little 90 minutes. Just fast, method facilitates synthesis covalent triazine framework CTF‐1 using 1,4 Dicyanobenzene. Material characterization confirms its porous (650 m 2 g −1 ) crystalline nature. Adjusting induced mechanical energy allows control over obtained stacking conformation resulting CTFs ‐ from staggered AB arrangement an eclipsed AA conformation. Finally, substrate scope demonstrates versatility approach, successfully yielding various CTFs.

Language: Английский

Citations

5
Scalable depolymerizing transesterification and amidation of (poly)lactic acid (PLA) enabled by resonant acoustic mixing (RAM) DOI Creative Commons
Антон С. Макаров, Magnus Rueping

Green Chemistry, Journal Year: 2024, Volume and Issue: 27(3), P. 716 - 721

Published: Dec. 10, 2024

Efficient, operationally simple, and scalable conversion of post-consumer (poly)lactic acid into lactate esters lactamides.

Language: Английский

Citations

3
Cu(II)/Photoredox-Catalyzed Aminoacylation of Vinyl Bromides DOI
Guojin Huang, Huanfeng Jiang, Qiang Zeng

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 24, 2025

A novel C–C coupling reaction of vinyl bromides with carboxamides has been developed through Cu(OAc)2/photocatalysis. This process features regioselective carboxamido carbon-vinylation under mild conditions. Mechanistic studies suggest that the formation an acyl-Cu(I) intermediate plays a crucial role regard to enabling this transformation.

Language: Английский

Citations

0
A scalable photo-mechanochemical platform for sustainable photoredox catalysis by resonant acoustic mixing DOI Creative Commons

Deshen Kong,

Yi Liang, Alice Nanni

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: April 28, 2025

Photocatalysis has greatly advanced in organic synthesis but still confronts challenges, including light attenuation reaction media and excessive solvent utilization. These issues lead to inefficiencies, particularly heterogeneous cloudy mixtures scaling-up applications. Integrating photocatalysis with mechanochemistry offers a nascent promising solution these challenges. Herein, we present scalable photo-mechanochemical platform that combines visible-light Resonant Acoustic Mixing (RAM), enabling efficient cross-coupling reactions under solvent-minimised conditions. This approach demonstrates broad substrate tolerance, accommodating variety of aryl (hetero) halides N-, O-, P-, S-nucleophiles. The protocol supports scaling up 300 mmol, representing 1500-fold increase, while maintaining exceptionally low catalyst loading achieving 9800 turnover numbers (TON). generality this is further validated by its applicability other synthetic transformations.

Language: Английский

Citations

0
Intermediates in Mechanochemical Reactions DOI
Karen J. Ardila‐Fierro, José G. Hernández

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(14)

Published: Jan. 5, 2024

Abstract Mechanochemical reactions offer methodological and environmental advantages for chemical synthesis, constantly attracting attention within the scientific community. Besides unmistakable sustainability advantages, conditions under which mechanochemical occur, namely solventless conditions, sometimes facilitate isolation of otherwise labile or inaccessible products. Despite these limited knowledge exists regarding mechanisms types intermediates involved. Nevertheless, in an expanding number cases, ex situ monitoring techniques have allowed observation, characterization, reaction transformations. In this Minireview, we present a series examples reactive been detected spanning organic, organometallic, inorganic, materials chemistry. Many were stabilized by non‐covalent interactions, played pivotal role guiding We believe that uncovering understanding such instances, growing mechanochemistry community could find novel opportunities catalysis discover new while achieving simplification design.

Language: Английский

Citations

3
Molecular Recognition in Mechanochemistry: Insights from Solid‐State NMR Spectroscopy DOI Creative Commons
Calogero Quaranta, Igor d’Anciães Almeida Silva, Sven Moos

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: unknown

Published: July 15, 2024

Molecular-recognition events are highly relevant in biology and chemistry. In the present study, we investigated such processes solid state under mechanochemical conditions using formation of racemic phases upon reacting enantiopure entities as example. As test systems, α-(trifluoromethyl)lactic acid (TFLA) amino acids serine alanine were used. The effects ball-milling resonant acoustic mixing (RAM) on probed by solid-state Nuclear Magnetic Resonance (NMR) spectroscopy. a mixer mill, efficient fast phase occurred for both TFLA two acids. RAM led to also, this process was facilitated employing pre-milled entities. contrast, comparable did not result alanine.

Language: Английский

Citations

2
High‐Energy Ball Milling Enables an Ultra‐fast Wittig Olefination Under Ambient and Solvent‐free Conditions DOI Creative Commons
Johanna Templ, Michael Schnürch

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(49)

Published: Aug. 29, 2024

Abstract 30 Seconds to success!—The Wittig reaction, a fundamental and extensively utilized reaction in organic chemistry, enables the efficient conversion of carbonyl compounds olefins using phosphonium salts. Traditionally, meticulous setup, including pre‐formation reactive ylide species via deprotonation salt, is crucial for achieving high‐yielding reactions under classical solution‐based conditions. In this report, we present an unprecedented protocol ultra‐fast mechanically induced solvent‐free ambient conditions, often eliminating need tedious strict air moisture exclusion. A range aldehydes ketones were reacted with diverse salts high‐energy ball milling frequently giving access respective only seconds.

Language: Английский

Citations

2