In situ Raman spectroscopy for comparing ball milling and resonant acoustic mixing in organic mechanosynthesis

RSC Mechanochemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Comparison of mechanochemical processing by ball milling and resonant acoustic mixing is provided means in situ Raman spectroscopy highlighting that different regimes can be expected to achieve comparable reactivity.

Language: Английский

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Prediction of crystal form and study on crystal growth characteristics of TKX-55—a novel heat-resistant energetic material

The Journal of Chemical Physics, Journal Year: 2025, Volume and Issue: 162(16)

Published: April 22, 2025

5,5′-Bis(2,4,6-trinitrophenyl)-2,2′-bi(1,3,4-oxadiazole) (TKX-55) is a new type of heat-resistant energetic material with excellent detonation performance. To study the crystal particle morphology and size control TKX-55, this predicted structure TKX-55 through quantum chemistry molecular dynamics simulations as well simulated analyzed changes that occur under influence specific solvents habit modification. Based on simulation results, designed five different recrystallization methods prepared recrystallized products morphologies distributions. The growth mechanism was discussed. samples were characterized using scanning electron microscopy, powder x-ray diffraction, infrared spectroscopy techniques. thermal properties tested differential calorimetry thermogravimetric analysis. impact sensitivity sample tested, it found product significantly lower than raw material. Through combination experiment, ultimately obtained three rules, narrow distribution, effectively improved safety particles.

Language: Английский

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Mechanochemical Deracemization: A Sustainable Approach to Enantiopurity

Chemistry - A European Journal, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 3, 2025

Abstract We introduce mechanochemical deracemization (MCDR) as a novel strategy for obtaining enantiopure compounds. This study demonstrates the successful transposition of six archetypical reactions from solvent‐based to solvent‐minimized ball milling environment. The scope includes ketone, isoindolinones, imines, an ester, and inorganic compound, all which deracemized successfully. Key parameters such material, number size, use bulk material liquid‐assisted grinding (LAG) were systematically investigated, revealing their crucial role. Quantitative enantiomeric excesses (ee) achieved, while reaction times reduced by up 97 % solvent consumption much 100 %. work establishes MCDR versatile, sustainable pathway By highlighting generalizability this approach its huge potential minimizing waste, provides foundation future advancements in deracemization.

Language: Английский

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Higher-order multicomponent crystals as a strategy to decrease the IC50 parameter: the case of praziquantel, niclosamide and acetic acid

Journal of Drug Delivery Science and Technology, Journal Year: 2025, Volume and Issue: unknown, P. 106974 - 106974

Published: April 1, 2025

Language: Английский

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A scalable photo-mechanochemical platform for sustainable photoredox catalysis by resonant acoustic mixing

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

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Crystallization from solution versus mechanochemistry to obtain double-drug multicomponent crystals of ethacridine with salicylic/acetylsalicylic acids

Scientific Reports, Journal Year: 2024, Volume and Issue: 14(1)

Published: Jan. 21, 2024

Salicylic and acetylsalicylic acids ethacridine have complementary bioactive properties. They can be combined to obtain double-drug multicomponent crystals. Their reactivity in different environments was explored the possible compounds, stable at hydration degrees. Solution, liquid-assisted grinding, dry preparation approaches were applied couples of reactants stoichiometric ratios. Four compounds obtained, three out them reproducible enough determine their structures using SCXRD or PXRD methods. When coupled ethacridine, salicylic acid gave two (1 3, both showing 1:1 ratio but degree) a metastable one (5), while only structure from solution (2 ratio), LAG caused hydrolysis formation same compound obtained by with acid. While precipitation dihydrated (1) monohydrated (2) low yields, allowed obtaining an anhydrous salt complex (3) yield close 1. The crystallizations maximize π(acridine)-π(acridine) contacts less compact packing, is more packing driven hydrogen bonds. For all NMR, ATR-FTIR, Hirshfeld surface analysis energy framework calculations performed.

Language: Английский

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Enantiospecific crystallisation behaviour of malic acid in mechanochemical reactions with vinpocetine

European Journal of Pharmaceutics and Biopharmaceutics, Journal Year: 2024, Volume and Issue: 201, P. 114344 - 114344

Published: May 28, 2024

We report an intriguing example of enantioselectivity in the formation new multicomponent crystalline solid containing vinpocetine and malic acid. Several experimental data sets confirmed that system presents a clear enantiospecific crystallisation behaviour both solid-state solution: only consisting L-malic acid produces free-flowing form, while experiments with D-malic produced amorphous often deliquescent material. The vinpocetine-L-malic crystallizes monoclinic space group P21 1:1 M ratio, where two molecules are linked through intermolecular hydrogen bonds asymmetric unit. vinpocetine-DL-malic was partially (with also traces unreacted vinpocetine) diffraction peaks corresponding to those Solid-state NMR revealed strong ionic interactions all three systems. However, pure phase, other systems presence always detected. This resulted significant worsening dissolution profile respect salt, whose kinetics appeared superior.

Language: Английский

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Molecular Recognition in Mechanochemistry: Insights from Solid‐State NMR Spectroscopy

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

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Molecular Recognition in Mechanochemistry: Insights from Solid‐State NMR Spectroscopy

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(43)

Published: July 15, 2024

Abstract 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

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Rapid and scalable ruthenium catalyzed meta-C–H alkylation enabled by resonant acoustic mixing

Communications Chemistry, Journal Year: 2024, Volume and Issue: 7(1)

Published: Dec. 18, 2024

Synthetic chemistry approaches for direct C–H bond alkylation offers a promising alternative to traditional functional-group-centered strategies which often involve multi-step procedures and may suffer from variety of challenges including scalability. Here, we introduce resonant mixing as an efficient method meta-C–H arenes using Ru-catalyst, avoiding the need bulk solvents, external temperature, or light. The described methodology is highly rapid, enabling multigram-scale synthesis meta-alkylation products within short reaction time achieving very high turnover frequency. operates via radical mechanism characterized by its mild conditions, substrate compatibility, exceptional meta-selectivity, all while significantly reducing times. authors acoustic Ru-catalyst mechanism,

Language: Английский

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