Organic Synthesis at High Pressure

Noble, W. J. Le

doi:10.1007/978-94-009-3827-4_12

Cited by 7 publications

(4 citation statements)

References 29 publications

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“…10–13 In the context of organic chemistry, new reaction modes become available, offering increased selectivity and a measure of stereocontrol. 10,14–17 Still mostly below 10 GPa, a severe reduction of the volume occurs as the van der Waals space is squeezed out. 18–20 At extreme pressures, new crystalline phases of known materials have been discovered, providing access to new materials with extraordinary electrical, magnetic and optical properties.…”

Section: Introductionmentioning

confidence: 99%

Conceptual density functional theory under pressure: Part I. XP-PCM method applied to atoms

et al. 2022

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Section: Introductionmentioning

confidence: 99%

Conceptual density functional theory under pressure: Part I. XP-PCM method applied to atoms

et al. 2022

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“…An explanation for the outstanding effect of the Q-tube is based on the fact that chemical reactions are forced via the acceleration of transitions between liquids, solids, and gases. Pressure effects can be explained by the effect on reaction volume and activation volume [26]. A high-pressure chemistry process can improve the physical properties of solvents, reagents, and final products, achieving cleaner and faster transformations.…”

Section: Resultsmentioning

confidence: 99%

The Q-Tube-Assisted Green Sustainable Synthesis of Fused Azines: New Synthetic Opportunities via Innovative Green Technology

Al-Romaizan,

Bawaked,

Saleh

et al. 2023

Applied Sciences

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An efficient, economical, and green, sustainable synthesis of fused azines using Mg-Al hydrotalcite under a high-pressure Q-Tube reactor has been developed. This reaction proceeds through the aza-Michael addition of α,β-unsaturated ketone with different aminoazoles. This method offered excellent yields in a short reaction time that economically saved energy in addition to the protocol showing the reuse of the catalyst seven times without losing its catalytic activity.

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“…It was established that a high pressure increases the rate of reaction, allowing the process to run at lower temperatures. − Among the most prominent reactions accelerated by a high pressure are Diels–Alder reactions, 1,3-dipolar cycloadditions, [2 + 2] cycloadditions, sigmatropic rearrangements, and radical polymerizations. Although the impact of pressure on the reaction equilibrium is intuitive, it must be considered on several levels.…”

Section: Resultsmentioning

confidence: 99%

Squeezing Out the Catalysts: A Sustainable Approach to Disulfide Bond Exchange in Aryl Disulfides

Sobczak

Ratajczyk

Katrusiak

2021

ACS Sustainable Chem. Eng.

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High-pressure conditions can be considered as an alternative, environmentally responsible way for the equilibrium reactions, such as disulfide exchange. This approach is capable of eliminating the catalysts or stimuli, such as reducing agents, strong bases, ultraviolet light, or ultrasound. The exchange of aryl disulfides in the absence of catalysts or other stimuli has been systematically studied. The effects of pressure in the range between 100 and 400 MPa, accessible in large-scale technological installations, have been tested for promoting exchange reactions between various homodimeric aryl disulfides. For the optimized conditions, 100% yields of the heterodimer in pure single-crystal form were obtained. The reactions were performed in a diamond anvil cell, as well as in a hydraulic piston-and-cylinder press, and the products were characterized by X-ray diffraction, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy. The prominent role of high-entropy states, not attainable under ambient conditions, as well as the high-entropy nucleation, kinetic crystallization, and other effects associated with the high-pressure environment, has been demonstrated. These entropy-driven reactions represent an efficient, environmentally friendly, one-pot method for obtaining pure crystalline heterodimeric disulfides.

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Organic Synthesis at High Pressure

Cited by 7 publications

References 29 publications

Conceptual density functional theory under pressure: Part I. XP-PCM method applied to atoms

Conceptual density functional theory under pressure: Part I. XP-PCM method applied to atoms

The Q-Tube-Assisted Green Sustainable Synthesis of Fused Azines: New Synthetic Opportunities via Innovative Green Technology

Squeezing Out the Catalysts: A Sustainable Approach to Disulfide Bond Exchange in Aryl Disulfides

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