Recent metallosurfactants for sustainable catalysis in water DOI Creative Commons
Tommaso Lorenzetto, Fabrizio Fabris, Alessandro Scarso

et al.

Current Opinion in Colloid & Interface Science, Journal Year: 2023, Volume and Issue: 64, P. 101689 - 101689

Published: Feb. 25, 2023

In the field of green chemistry, micellar catalysis plays a central role for organic solvent replacement. Micelles ensure solubilization or dispersion catalyst and substrates in water imparting unique features terms chemo-, regio- stereoselectivity. For metal-catalyzed reactions, more robust approach recycling consists synthesis so called metallo-surfactants, which hydrophilic metal containing headgroup is endowed with hydrophobic ponytail, leading to formation metallo-micelles. This fast-growing research critically reviewed this contribution, describing new trends classifying literature since 2017 based on nature newly formed bond. Particular emphasis reported specific metallo-surfactants activities, selectivities recyclability self-assembling catalysts.

Language: Английский

Replacement of Less-Preferred Dipolar Aprotic and Ethereal Solvents in Synthetic Organic Chemistry with More Sustainable Alternatives DOI Creative Commons
Andrew Jordan, Callum G. J. Hall,

Lee R. Thorp

et al.

Chemical Reviews, Journal Year: 2022, Volume and Issue: 122(6), P. 6749 - 6794

Published: Feb. 24, 2022

Dipolar aprotic and ethereal solvents comprise just over 40% of all organic utilized in synthetic organic, medicinal, process chemistry. Unfortunately, many the common "go-to" are considered to be "less-preferable" for a number environmental, health, safety (EHS) reasons such as toxicity, mutagenicity, carcinogenicity, or practical handling flammability volatility. Recent legislative changes have initiated implementation restrictions on use commonly employed dipolar dimethylformamide (DMF) N-methyl-2-pyrrolidinone (NMP), ethers 1,4-dioxane. Thus, with growing legislative, EHS, societal pressures, need identify implement alternative that greener, safer, more sustainable has never been greater. Within this review, ubiquitous nature is discussed respect physicochemical properties made them so appealing chemists. An overview current being imposed discussed. A variety alternative, garnered attention past decade then examined, case studies examples where less-preferable successfully replaced safer highlighted. Finally, general guidance solvent selection replacement included Supporting Information review.

Language: Английский

Citations

111

Introducing Savie: A Biodegradable Surfactant Enabling Chemo- and Biocatalysis and Related Reactions in Recyclable Water DOI Creative Commons
Joseph R. A. Kincaid, Madison J. Wong, Nnamdi Akporji

et al.

Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(7), P. 4266 - 4278

Published: Feb. 8, 2023

Savie is a biodegradable surfactant derived from vitamin E and polysarcosine (PSar) developed for use in organic synthesis recyclable water. This includes homogeneous catalysis (including examples employing only ppm levels of catalyst), heterogeneous catalysis, biocatalytic transformations, including multistep chemoenzymatic sequence. Use frequently leads to significantly higher yields than do conventional surfactants, while obviating the need waste-generating solvents.

Language: Английский

Citations

54

Aqueous Micelles as Solvent, Ligand, and Reaction Promoter in Catalysis DOI Creative Commons

Jagdeep K. Virdi,

Ashish Dusunge,

Sachin Handa

et al.

JACS Au, Journal Year: 2024, Volume and Issue: 4(2), P. 301 - 317

Published: Jan. 16, 2024

Water is considered to be the most sustainable and safest solvent. Micellar catalysis a significant contributor chemistry in water. It promotes pathways involving water-sensitive intermediates transient catalytic species under micelles' shielding effect while also replacing costly ligands dipolar-aprotic solvents. However, there lack of critical information about micellar catalysis. This includes why it works better than traditional organic solvents, specific rules differ from those conventional catalysis, how limitations can addressed future. Perspective aims highlight current gaps our understanding provide an analysis designer surfactants' origin essential components. will fundamental including aqueous micelles simultaneously perform multiple functions such as solvent, ligand, reaction promoter.

Language: Английский

Citations

29

Recent advances on micellar catalysis in water DOI
Tao Shen, Shaodong Zhou, Jiancheng Ruan

et al.

Advances in Colloid and Interface Science, Journal Year: 2020, Volume and Issue: 287, P. 102299 - 102299

Published: Oct. 26, 2020

Language: Английский

Citations

105

Green chemistry and sustainability metrics in the pharmaceutical manufacturing sector DOI
Jochen Becker, Carolin Manske,

Stefan Randl

et al.

Current Opinion in Green and Sustainable Chemistry, Journal Year: 2021, Volume and Issue: 33, P. 100562 - 100562

Published: Oct. 29, 2021

Language: Английский

Citations

96

Strategies to Tackle the Waste Water from α-Tocopherol-Derived Surfactant Chemistry DOI
Christoph Krell,

Robert Schreiber,

Lukas Hueber

et al.

Organic Process Research & Development, Journal Year: 2021, Volume and Issue: 25(4), P. 900 - 915

Published: March 17, 2021

The implications of the use surfactant TPGS-750-M in water as a micellar reaction medium on concomitant aqueous waste streams and their sustainable disposal have been studied. Biodegradability, log Pow, solubility, German hazard class determined enabled establishment concept, which builds lipophilicity ester group lability molecule. presented data examples suggest preferred ways for designing processes manner.

Language: Английский

Citations

62

Water: An Underestimated Solvent for Amide Bond-Forming Reactions DOI
Susanta Hazra, Fabrice Gallou, Sachin Handa

et al.

ACS Sustainable Chemistry & Engineering, Journal Year: 2022, Volume and Issue: 10(16), P. 5299 - 5306

Published: April 7, 2022

Construction of the amide/peptide bond is one most encountered transformations in pharmaceutical and chemical industries. Traditional protocols rely on use undesirable organic solvents, such as N,N-dimethylformamide (DMF), N-methyl pyrrolidone (NMP), or dichloromethane (CH2Cl2). These solvents adversely impact environment, workers' safety, health. This has led academia industry to search develop greener more sustainable amide forming synthetic increase performance terms yield selectivity avoid reduce dependency these hazardous solvents. The following account discusses recent development formation water.

Language: Английский

Citations

42

Palladium-catalyzed micellar cross-couplings: An outlook DOI Creative Commons
Tharique N. Ansari, Fabrice Gallou, Sachin Handa

et al.

Coordination Chemistry Reviews, Journal Year: 2023, Volume and Issue: 488, P. 215158 - 215158

Published: May 2, 2023

Language: Английский

Citations

30

Is Micellar Catalysis Green Chemistry? DOI Creative Commons
Fabrizio Fabris, Markus Illner, Jens‐Uwe Repke

et al.

Molecules, Journal Year: 2023, Volume and Issue: 28(12), P. 4809 - 4809

Published: June 16, 2023

Many years ago, twelve principles were defined for carrying out chemical reactions and processes from a green chemistry perspective. It is everyone’s endeavor to take these points into account as far possible when developing new or improving existing ones. Especially in the field of organic synthesis, area research has thus been established: micellar catalysis. This review article addresses question whether catalysis by applying reaction media. The shows that many can be transferred an solvent medium, but surfactant also crucial role solubilizer. Thus, carried much more environmentally friendly manner with less risk. Moreover, surfactants are being reformulated their design, degradation add extra advantages match all chemistry.

Language: Английский

Citations

23

Recent Highlights in Micellar Catalysis: An Industrial Outlook DOI
Tharique N. Ansari, Guolin Xu, Andrew Z. Preston

et al.

Organic Process Research & Development, Journal Year: 2024, Volume and Issue: 28(4), P. 816 - 830

Published: March 14, 2024

From the context of sustainability, contemporary synthetic organic chemistry practices require significant transformation, as indicated by various sustainability matrices like atom economy, process mass intensity (PMI), E-factor, and DOZN. These factors have evidently unveiled inherent inefficiencies intrinsic to conventional protocols identified solvents principal causative agent. In response, utilization water a primary reaction medium for transformations has emerged an appealing alternative. This approach flourished with emergence micellar catalysis, where amphiphilic molecules alter bulk aqueous medium's solvation properties promote desired chemical transformation under milder sustainable conditions. After 2010, this technology gained considerable momentum established foundational framework performing reactions conditions, consequently mitigating dependency on hazardous solvents. perspective, recent advances in field catalysis will be discussed industrial applications, along future directions challenges associated regime.

Language: Английский

Citations

10