The Effect of Pressure on Organic Reactions

Klärner, Frank‐Gerrit; Wurche, Frank

doi:10.1002/1521-3897(200009)342:7<609::aid-prac609>3.0.co;2-z

Cited by 84 publications

(55 citation statements)

References 129 publications

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“…The effect of hydrostatic pressure has been extensively utilized for elucidating the mechanism of bimolecular reactions such as ground‐state host–guest complexation and excited‐state exciplex formation, where relatively larger volume changes are observed . The pressure effect was also noted in conformational changes of 9,9′‐bianthryl and 4‐[4‐(dimethylamino)phenyl]pyridine .…”

Section: Resultsmentioning

confidence: 99%

Hydrostatic Pressure on Toroidal Interaction and Propeller Chirality of Hexaarylbenzenes: Explicit Solvent Effects on Differential Volumes in Methylcyclohexane and Hexane

Kosaka

Iwai

Fukuhara

et al. 2019

Chemistry A European J

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A unique and effective interaction between the peripheral aromatic blades makes hexaarylbenzenes (HABs) attractive in fundamental research as well as for various applications such as molecular wires, sensors, and supramolecular assemblies. The chiroptical responses of HABs are susceptible to environmental factors such as solvent and temperature owing to the dynamic conformational transitions between the conformers. In this study, pressure dependence on the propeller chiral HABs in two different solvents was studied in detail. The effective differential volumes for two different equilibria were determined by quantitative analyses of CD spectra, affording very large differential volumes from the propeller to toroidal conformer (ΔVT‐C) of +43 and +42 cm3 mol−1, for H2 and H6, respectively, in methylcyclohexane. The value of H6 was further enhanced to +72 cm3 mol−1 in hexane, the largest value for the typical unimolecular conformational change. Such a response of propeller chirality in HABs is expedient in designing more advanced piezo‐sensitive materials.

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Section: Resultsmentioning

confidence: 99%

Hydrostatic Pressure on Toroidal Interaction and Propeller Chirality of Hexaarylbenzenes: Explicit Solvent Effects on Differential Volumes in Methylcyclohexane and Hexane

Kosaka

Iwai

Fukuhara

et al. 2019

Chemistry A European J

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“…At a high sub-seafloor pressure (>1000 bar) yields and chain lengths would be increased, because of negative volumes of reaction and activation910. Productivity of the reaction is pH-sensitive with highest yields in the near neutral pH range of about 6.5 to 9, increasing from pH 6.7 (run b) to pH 8.8 (run a).…”

Section: Resultsmentioning

confidence: 99%

Unsaturated C3,5,7,9-Monocarboxylic Acids by Aqueous, One-Pot Carbon Fixation: Possible Relevance for the Origin of Life

Scheidler

Sobotta

Eisenreich

et al. 2016

Sci Rep

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All scientific approaches to the origin of life share a common problem: a chemical path to lipids as main constituents of extant cellular enclosures. Here we show by isotope-controlled experiments that unsaturated C3,5,7,9-monocarboxylic acids form by one-pot reaction of acetylene (C2H2) and carbon monoxide (CO) in contact with nickel sulfide (NiS) in hot aqueous medium. The primary products are toto-olefinic monocarboxylic acids with CO-derived COOH groups undergoing subsequent stepwise hydrogenation with CO as reductant. In the resulting unsaturated monocarboxylic acids the double bonds are mainly centrally located with mainly trans-configuration. The reaction conditions are compatible with an origin of life in volcanic-hydrothermal sub-seafloor flow ducts.

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“…High-pressure conditions can enhance the rate and the equilibrium position of a variety of chemical reactions [1] as well as affect their conversion and selectivity [2]. Commonly used equipment for high-pressure chemistry are autoclaves combined with optical detection techniques [3] or NMR-probes [4].…”

Section: Introductionmentioning

confidence: 99%

Fabrication, mechanical testing and application of high-pressure glass microreactor chips

Tiggelaar¹,

Benito‐Lopez²,

Hermes³

et al. 2007

Chemical Engineering Journal

115

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The design, fabrication and high-pressure performance of several in-plane fiber-based interface geometries to microreactor chips for highpressure chemistry are discussed, and an application is presented. The main investigated design parameters are the geometry of the inlet/outlet structure, the manner in which top and bottom wafer are bonded and the way the inlets/outlets turn over into the microfluidic channels.Destructive pressure experiments with H 2 O and liquid CO 2 showed that the maximum pressure that the proposed inlet/outlet structures can withstand is in the range of 180-690 bar. The optimal geometry for high-pressure microreactor chips is a tubular structure that is etched with hydrofluoric acid (HF) and suitable for fibers with a diameter of 110 m. These inlets/outlets can withstand pressures up to 690 bar. On the other hand, small powderblasted inlets/outlets that are smoothened with HF and with a sharp transition towards the flow channels are adequate for working pressures up to 300 bar.Microreactor chips with tubular inlet/outlet geometries were used for studying the formation of the carbamic acid of N-benzylmethylamine and CO 2 . These chips could be used for pressures up to 400 bar without problems/failure, thereby showing that these micromachined microreactor chips are attractive tools for performing high-pressure chemistry in a fast and safe way.

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The Effect of Pressure on Organic Reactions

Cited by 84 publications

References 129 publications

Hydrostatic Pressure on Toroidal Interaction and Propeller Chirality of Hexaarylbenzenes: Explicit Solvent Effects on Differential Volumes in Methylcyclohexane and Hexane

Hydrostatic Pressure on Toroidal Interaction and Propeller Chirality of Hexaarylbenzenes: Explicit Solvent Effects on Differential Volumes in Methylcyclohexane and Hexane

Unsaturated C3,5,7,9-Monocarboxylic Acids by Aqueous, One-Pot Carbon Fixation: Possible Relevance for the Origin of Life

Fabrication, mechanical testing and application of high-pressure glass microreactor chips

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