Green Chemistry, Год журнала: 2023, Номер 25(23), С. 9779 - 9794
Опубликована: Янв. 1, 2023
Multimetallic Pd/Ni and dual-ligand Pd catalysis enable C(sp 2 )–P cross-coupling reactions in aqueous micelles under mild conditions using inexpensive commercial materials catalysts while avoiding environmentally unsustainable organic solvents.
Язык: Английский
JACS Au, Год журнала: 2024, Номер 4(2), С. 301 - 317
Опубликована: Янв. 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.
Язык: Английский
Процитировано
29
Journal of the American Chemical Society, Год журнала: 2024, Номер 146(8), С. 5678 - 5692
Опубликована: Фев. 15, 2024
The rapid and controlled synthesis of high-molecular-weight (HMW) polysarcosine (pSar), a potential polyethylene glycol (PEG) alternative, via the ring-opening polymerization (ROP) N-carboxyanhydride (NCA) is rare challenging. Here, we report well-controlled ROP sarcosine NCA (Sar-NCA) that catalyzed by various carboxylic acids, which accelerate rate up to 50 times, enables robust pSar with an unprecedented ultrahigh molecular weight (UHMW) 586 kDa (DP ∼ 8200) exceptionally narrow dispersity (D̵) below 1.05. Mechanistic experiments density functional theory calculations together elucidate role acid as bifunctional catalyst significantly facilitates proton transfer processes avoids charge separation suggest ring opening NCA, rather than decarboxylation, rate-determining step. UHMW demonstrates improved thermal mechanical properties over low-molecular-weight counterparts. This work provides simple yet highly efficient approach generates new fundamental understanding useful not only for Sar-NCA but also other NCAs.
Язык: Английский
Процитировано
23
Green Chemistry, Год журнала: 2024, Номер 26(11), С. 6289 - 6317
Опубликована: Янв. 1, 2024
Chemistry in water, leveraging its solvent properties, provides a safer and more sustainable alternative to traditional organic methods.
Язык: Английский
Процитировано
22
Russian Chemical Reviews, Год журнала: 2023, Номер 92(12), С. RCR5104 - RCR5104
Опубликована: Дек. 1, 2023
After the appearance of green chemistry concept, which was introduced in vocabulary early 1990s, its main statements have been continuously developed and modified. Currently, there are 10–12 cornerstones that should form basis for an ideal chemical process. This review analyzes accumulated experience achievements towards design products processes reduce or eliminate use generation hazardous substances. The presents views leading Russian scientists specializing various fields this subject, including homogeneous heterogeneous catalysis, fine basic organic synthesis, electrochemistry, polymer chemistry, based on bio-renewable feedstocks energetic compounds materials. A new approach to quantitative evaluation environmental friendliness by authors is described. <br> bibliography includes 1761.
Язык: Английский
Процитировано
41
Organic Process Research & Development, Год журнала: 2024, Номер 28(4), С. 816 - 830
Опубликована: Март 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.
Язык: Английский
Процитировано
11
Molecules, Год журнала: 2023, Номер 28(12), С. 4809 - 4809
Опубликована: Июнь 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.
Язык: Английский
Процитировано
23
Green Chemistry, Год журнала: 2023, Номер 26(2), С. 739 - 752
Опубликована: Дек. 11, 2023
Some of the latest technological developments involving chemistry in water are discussed.
Язык: Английский
Процитировано
23
ACS Sustainable Chemistry & Engineering, Год журнала: 2024, Номер 12(5), С. 1997 - 2008
Опубликована: Янв. 22, 2024
A general protocol employing heterogeneous catalysis has been developed that enables ppm of Pd-catalyzed C-N cross-coupling reactions under aqueous micellar catalysis. new nanoparticle catalyst containing specifically ligated Pd, in combination with nanoreactors composed the designer surfactant Savie, a biodegradable amphiphile, catalyzes bond formations recyclable water. variety coupling partners, ranging from highly functionalized pharmaceutically relevant APIs to educts Merck Informer Library, readily participate these environmentally responsible, sustainable reaction conditions. Other key features associated this report include low levels residual Pd found products, recyclability medium, use ocean water as an alternative source options for pseudohalides and
Язык: Английский
Процитировано
9
JACS Au, Год журнала: 2024, Номер 4(2), С. 680 - 689
Опубликована: Фев. 12, 2024
Sustainable technology for constructing Pd-catalyzed C–N bonds involving aliphatic amines is reported. A catalytic system that relies on low levels of recyclable precious metal, a known and commercially available ligand, aqueous medium are combined, leading to newly developed procedure. This new can be used in ocean water with equal effectiveness. Applications highly challenging reaction partners constituting late-stage functionalization documented, as short but efficient synthesis the drug naftopidil. Comparisons existing aminations highlight many advances being offered.
Язык: Английский
Процитировано
9
Organic Process Research & Development, Год журнала: 2024, Номер 28(4), С. 978 - 1002
Опубликована: Март 15, 2024
Despite the reported successes and advantages involving use of amphiphilic surfactants, most notably TPGS-750-M, to enable a multitude synthetic transformations be conducted in water, implementation this methodology within pharmaceutical industry has been relatively limited. In paper, we will disclose key results learnings from multicompany collaboration focused on reproducibility study some commonly used reaction types industry, specifically amidation, SNAr, nitro reduction, reductive amination, multiple Pd-catalyzed water. The presentation not just originally TPGS-750-M conditions but also under water-only control with three different as well both small (i.e., ≤500 mg) mid (∼10 g) scales.
Язык: Английский
Процитировано
7