Copper-catalysed bromine atom transfer cyclisation in SDS micelles DOI

Shuoren Wu,

Xue Yang,

Zhou Jianlin

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

SDS micelles have a remarkable beneficial effect on the copper-mediated atom transfer radical cyclisation of non-activated alkyl bromides in water.

Language: Английский

Micelle-Enabled In Situ Surface Modification of Porous Organic Polymers: Formation of Heterogeneous Microcolony for Efficient Suzuki–Miyaura Coupling in Water DOI

Rajan Yadav,

Pritesh Keshari,

Susanta Hazra

et al.

ACS Applied Materials & Interfaces, Journal Year: 2025, Volume and Issue: unknown

Published: March 24, 2025

Synthesis of water-stable and dispersible heterogeneous catalysts having high catalytic efficiency is more challenging compared with homogeneous due to their low dispersity, activity, spatial confinement active centers in bulk water. Herein, we are describing systematic studies for the development microconfinement participation aqueous micelles via temporal surface modification porous organic polymer derived from phosphine ligands. Detailed investigations using various techniques such as transmission electron microscopy (TEM), scanning (SEM), tensiometry, confocal laser (CLSM), fluorescence lifetime imaging (FLIM) have been used understand role micelles, reagents, materials generation microcolonies Two-color crossover experiments also performed exchange reagents or vice versa, materials. The surfactant-modified ligation stabilization palladium, which was evidenced by high-resolution (HR-TEM), high-angle annular dark-field (HAADF-STEM), X-ray photoelectron spectroscopy (XPS) analysis. act confined space catalysis water showcasing Suzuki-Miyaura cross-coupling reaction a ppm level Pd loading under mild conditions. catalyst found be recyclable five cycles; easy scale-up C-C couplings additional features. Moreover, these data provide an opportunity revising models micellar systems that underpin sustainable

Language: Английский

Citations

0
Green Approach for Pd-Catalyzed C–N Bond Formation with Weak Nitrogen Nucleophiles Using Saponin-Based Micellar Catalysis: Arylation of Anilines, Amides, Carbamates, Ureas, and Sulfonamides DOI
Vinothkumar Vinayagam, Subir Kumar Sadhukhan,

Dhurwasulu Baledi

et al.

ACS Sustainable Chemistry & Engineering, Journal Year: 2025, Volume and Issue: unknown

Published: April 11, 2025

Language: Английский

Citations

0
Palladium Complex Grafted on PEG-Based Amphiphilic Polymers as ppm Level Micellar Catalysts for Suzuki–Miyaura Coupling in Water DOI
Song Xiao,

Minghang Wang,

Yiming Liu

et al.

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

Published: April 14, 2025

A series of bisphosphine-grafted amphiphilic polymers based on polyethylene glycol-poly(vinylethylene glycol) (PEG-PVEG) copolymers have been synthesized by using allylic etherification polymerization as a pivotal step. Self-assembling the palladium complexes obtained into spherical micelles has investigated UV-vis, DLS and TEM analysis. The outstanding catalytic performance present micellar catalyst evidenced in aqueous Suzuki-Miyaura coupling reaction, achieving remarkable efficiency even at low loading 100 ppm within 2 h.

Language: Английский

Citations

0
Sustainable and Scalable Amidations in Water Using Continuous Slurry-Flow Technology DOI Creative Commons

Saravanan Rajendran,

Sabrina Kogler,

Philipp Kögl

et al.

ACS Sustainable Chemistry & Engineering, Journal Year: 2025, Volume and Issue: unknown

Published: April 22, 2025

Language: Английский

Citations

0
Integrated techno-economic and life cycle assessment of hydroformylation in microemulsion systems DOI Creative Commons

Johannes Wunderlich,

Philipp Kretzschmar,

Reinhard Schomäcker

et al.

Frontiers in Sustainability, Journal Year: 2024, Volume and Issue: 5

Published: May 17, 2024

This paper presents the first integrated techno-economic and life cycle assessment of microemulsion systems being applied for rhodium-catalyzed hydroformylation long-chain alkenes at industrial scale. The case study describes a projected 150 kt/a production tridecanal (US gulf coast, 2019). success short-chain lies in continuous recycling rhodium-containing water phase. Microemulsion can be to transfer this concept by overcoming miscibility gap between aqueous catalyst phase unipolar alkene and, moreover, generating temperature-induced multi-phase system enabling immobilization its recycling, as demonstrated miniplant operations with dodecene rhodium/SulfoXantPhos. Customizable simulation models have been developed scale-up data. Surprisingly, profitability-driven sensitivity indicates base optimum low residence time conversion leading large throughput streams high raw material purge rates. comparison cobalt-based benchmark shows an economic advantage regarding net present value (Rh: 68 M$; Co: 62 M$), while about half environmental indicators are favor or equivalent. In best-case scenario considering zero leaching expensive rhodium increases almost 40% accompanied shift overall lower impacts than benchmark. conclusion, investigated data suggest competitive when processes

Language: Английский

Citations

1
Chiral Surfactants to Enhance Stereoselectivity in Asymmetric Catalytic Sulfoxidation in Water DOI Creative Commons
Davide Frigatti, Tommaso Lorenzetto,

Camilla Stefani

et al.

Catalysis Today, Journal Year: 2024, Volume and Issue: 442, P. 114924 - 114924

Published: Dec. 1, 2024

Language: Английский

Citations

1
Surfactant Micelles as Catalysts: Kinetic Modeling and Key Models DOI Open Access

K. Lavanya,

Srikanth Vemuri,

P. Shyamala

et al.

Journal of the Turkish Chemical Society Section A Chemistry, Journal Year: 2024, Volume and Issue: 11(3), P. 1165 - 1180

Published: July 12, 2024

Surfactant molecules possess both hydrophilic and hydrophobic properties, featuring a head tail. When surfactants reach critical micellar concentration, they assemble into stable molecular aggregates called micelles. These micelles serve as effective catalysts for range of chemical reactions. To elucidate make sense experimental data related to micelle-catalyzed reactions, researchers often employ kinetic modeling valuable tool. Several models have been introduced describe the reaction rates within environments. In this discussion, we will provide concise overview four widely utilized models: The Berezin model, pseudophase ion exchange Piskiewicz model.

Language: Английский

Citations

0
Micelle Enabled Buchwald‐Hartwig Amination in Water with the Bening by Design Surfactant TPGS‐750‐M for the Synthesis of the JAK Inhibitor 4‐((2‐Chlorophenyl)amino)‐6‐((6‐methylpyridin‐2‐yl)amino)nicotinamide DOI
Hao Jiang, Bin Wu,

Dominik Rufle

et al.

Helvetica Chimica Acta, Journal Year: 2024, Volume and Issue: 107(9)

Published: Aug. 11, 2024

Abstract An efficient and scalable Buchwald‐Hartwig amination towards the synthesis of API candidate 4‐((2‐Chlorophenyl)amino)‐6‐((6‐methylpyridin‐2‐yl)amino)nicotinamide as a JAK inhibitor was described. The process developed using water water‐miscible co‐solvent. It facilitated by benign design surfactant TPGS‐750‐M, that promoted robust reliable preparation our target compound in high yields, with improved reaction profile via an operationally simple protocol.

Language: Английский

Citations

0
Pd-Catalyzed Borylation in Water and Its Application to the Synthesis of Active Pharmaceutical Ingredient (API) Intermediates DOI

Nicola Compagno,

Nicola Lucchetti,

Andrea Palmisano

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(17), P. 12452 - 12461

Published: Aug. 20, 2024

An efficient catalytic borylation reaction of aryl bromides in water based on Pd catalysis under micellar conditions is presented. The peculiar combination the proper precursor with a Sphos ligand and hindered lipophilic base ensures good yields synthesis wide range boronic esters, even for heteroaryl derivatives purity profile. method specifically developed situ preparation esters that are directly converted into examples relevant active pharmaceutical ingredient intermediates through cross-coupling reactions or via oxidation to phenols.

Language: Английский

Citations

0
Copper-catalysed bromine atom transfer cyclisation in SDS micelles DOI

Shuoren Wu,

Xue Yang,

Zhou Jianlin

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

SDS micelles have a remarkable beneficial effect on the copper-mediated atom transfer radical cyclisation of non-activated alkyl bromides in water.

Language: Английский

Citations

0