Mechanochemistry: New Tools to Navigate the Uncharted Territory of “Impossible” Reactions

ChemSusChem, Год журнала: 2022, Номер 15(17)

Опубликована: Июль 21, 2022

Mechanochemical transformations have made chemists enter unknown territories, forcing a different chemistry perspective. While questioning or revisiting familiar concepts belonging to solution chemistry, mechanochemistry has broken new ground, especially in the panorama of organic synthesis. Not only does it foster "thinking outside box", but also opened reaction paths, allowing overcome weaknesses traditional exactly where use well-established solution-based methodologies rules out progress. In this Review, reader is introduced an intriguing research subject not yet fully explored and waiting for improved understanding. Indeed, study mainly focused on that, although impossible solution, become possible under mechanochemical processing conditions, simultaneously entailing innovation expanding chemical space.

Язык: Английский

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Mechanochemical Organocatalysis: Do High Enantioselectivities Contradict What We Might Expect?

ChemSusChem, Год журнала: 2021, Номер 15(2)

Опубликована: Ноя. 12, 2021

Ball mills input energy to samples by pulverising the contents of jar. Each impact on sample or wall jar results in an instantaneous transmission form a temperature and pressure increase (volume reduction). Conversely, enantioselective organocatalytic reactions proceed through perceived delicate well-organised transition states. Does there exist dichotomy idea mechanochemical organocatalysis? This Review provides survey literature reporting combination with ball milling conditions. Where possible, direct comparisons stirred solution, neat milled processes are drawn particular focus control stereoselectivity.

Язык: Английский

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Visible-light-induced metal-free coupling of C(sp³)–H sources with heteroarenes

Green Chemistry, Год журнала: 2022, Номер 24(8), С. 3056 - 3080

Опубликована: Янв. 1, 2022

This critical review chronologically summarizes the metal-free coupling methodologies of C(sp 3 )–H sources with heteroarenes induced by visible light. The articles which are published up to January 2022 on this topic enclosed here.

Язык: Английский

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Mechanochemical C−X/C−H Functionalization: An Alternative Strategic Access to Pharmaceuticals

European Journal of Organic Chemistry, Год журнала: 2022, Номер 2022(8)

Опубликована: Янв. 11, 2022

Abstract In the pursuit of clean pharmaceutical production, chemists in medicinal industry require access to new sustainable methodologies reduce and even eliminate pollution, which is mainly produced by overuse organic solvents during chemical synthesis active ingredients (APIs). this context, solvent‐free/less mechanochemical functionalization small molecules has gradually emerged as a powerful strategy for green modification APIs, bioactive compounds, functional materials. review, we present an overview C−X/C−H applications chemistry, involving cross‐coupling, cross‐dehydrogenative coupling, oxidative coupling (via C−H activation pathway), direct radical pathway) key steps preparation APIs compounds.

Язык: Английский

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Piezocatalyzed Decarboxylative Acylation of Quinoxalin-2(1H)-ones Using Ball Milling

ACS Sustainable Chemistry & Engineering, Год журнала: 2023, Номер 11(3), С. 910 - 920

Опубликована: Янв. 11, 2023

The first piezochemically driven decarboxylative coupling of the C–H bond was developed. agitation BaTiO3 via ball milling converts mechanical energy into electrical potential, leading to production a benzoyl radical single-electron transfer pathway analogous photocatalytic reaction. This mechanoredox catalytic strategy synthesize C3-acylated quinoxalin-2(1H)-ones requires no solvent, short reaction time, and simple handling skills, exhibiting promising potential in large-scale chemical manufacturing.

Язык: Английский

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Mechanochemical Synthesis of Aryl Fluorides by Using Ball Milling and a Piezoelectric Material as the Redox Catalyst

Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(39)

Опубликована: Июль 31, 2023

Abstract Aryl fluorides are important structural motifs in many pharmaceuticals. Although the Balz–Schiemann reaction provides an entry to aryl from aryldiazonium tetrafluoroborates, it suffers drawbacks such as long time, high temperature, toxic solvent, gas release, and low functional group tolerance. Here, we describe a general method for synthesis of tetrafluoroborates using piezoelectric material redox catalyst under ball milling conditions presence Selectfluor. This approach effectively addresses aforementioned limitations. Furthermore, can be recycled multiple times. Mechanistic investigations indicate that this fluorination may proceed via radical pathway, Selectfluor plays dual role both source fluorine terminal reductant.

Язык: Английский

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Advancements and opportunities in piezo-(photo)catalytic synthesis of value-added chemicals

EES Catalysis, Год журнала: 2024, Номер 2(4), С. 884 - 910

Опубликована: Янв. 1, 2024

Achieving value-added transformation of chemicals through green catalytic technology can simultaneously meet the market and environmental protection. This article reviews recent advances in synthesizing using piezo-(photo)catalytic technologies.

Язык: Английский

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Mechanical‐Force‐Induced Non‐spontaneous Dehalogenative Deuteration of Aromatic Iodides Enabled by Using Piezoelectric Materials as a Redox Catalyst

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(28)

Опубликована: Апрель 30, 2024

Abstract The development of green and efficient deuteration methods is great significance for various fields such as organic synthesis, analytical chemistry, medicinal chemistry. Herein, we have developed a dehalogenative strategy using piezoelectric materials catalysts in solid‐phase system under ball‐milling conditions. This non‐spontaneous reaction induced by mechanical force. D 2 O can serve both deuterium source an electron donor the transformation, eliminating need additional stoichiometric exogenous reductants. A series (hetero)aryl iodides be transformed into deuterated products with high incorporation. method not only effectively overcomes existing synthetic challenges but also used labelling drug molecules derivatives. Bioactivity experiments molecule suggest that D‐ipriflavone enhances inhibitory effects on osteoclast differentiation BMDMs vitro .

Язык: Английский

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Mechanochemistry for Organic and Inorganic Synthesis

ACS Organic & Inorganic Au, Год журнала: 2024, Номер 4(5), С. 432 - 470

Опубликована: Авг. 7, 2024

In recent years, mechanochemistry has become an innovative and sustainable alternative to traditional solvent-based synthesis. Mechanochemistry rapidly expanded across a wide range of chemistry fields, including diverse organic compounds active pharmaceutical ingredients, coordination compounds, organometallic complexes, main group frameworks, technologically relevant materials. This Review aims highlight advancements accomplishments in mechanochemistry, underscoring its potential as viable eco-friendly conventional solution-based methods the field synthetic chemistry.

Язык: Английский

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Recent advances in the synthesis of indolizine and its derivatives by radical cyclization/cross-coupling

Organic & Biomolecular Chemistry, Год журнала: 2021, Номер 19(47), С. 10245 - 10258

Опубликована: Янв. 1, 2021

The free-radical-induced syntheses of indolizines were reviewed by type catalyst.

Язык: Английский

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