Reactive capture using metal looping: the effect of oxygen

Dowson, George; Cooper, Joshua J.; Styring, Peter

doi:10.1039/d1fd00001b

Cited by 4 publications

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References 23 publications

(12 reference statements)

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“…Overall, this ketone formation was remarkable as Grignard reactions of carboxylic acid derivatives are prone to lead directly to the corresponding tertiary alcohols. [ 30 , 31 , 32 ] Under our mechanochemical conditions, however, the initially formed magnesium carboxylate appears to be relatively stable. This salt allows for another Grignard reagent to be added, and the resulting dimagnesiate salt remains intact until its hydrolysis by aqueous workup to furnish the symmetric ketone.…”

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confidence: 86%

Mechanochemical Grignard Reactions with Gaseous CO₂ and Sodium Methyl Carbonate**

et al. 2022

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A one-pot, three-step protocol for the preparation of Grignard reagents from organobromides in a ball mill and their subsequent reactions with gaseous carbon dioxide (CO 2 ) or sodium methyl carbonate providing aryl and alkyl carboxylic acids in up to 82 % yield is reported. Noteworthy are the short reaction times and the significantly reduced solvent amounts [2.0 equiv. for liquid assisted grinding (LAG) conditions]. Unexpectedly, aryl bromides with methoxy substituents lead to symmetric ketones as major products.

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confidence: 86%

Mechanochemical Grignard Reactions with Gaseous CO₂ and Sodium Methyl Carbonate**

et al. 2022

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“…The trend of increased ketone formation with closer spatial proximity of the methoxy groups to the “site of reaction” was even more pronounced in the reaction with 2,5‐dimethoxybenzylbromide ( 1 t ), which led to ketone 3 t in 50 % yield. Overall, this ketone formation was remarkable as Grignard reactions of carboxylic acid derivatives are prone to lead directly to the corresponding tertiary alcohols [30–32] . Under our mechanochemical conditions, however, the initially formed magnesium carboxylate appears to be relatively stable.…”

Section: Methodsmentioning

confidence: 76%

Mechanochemical Grignard Reactions with Gaseous CO₂ and Sodium Methyl Carbonate**

et al. 2022

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A one‐pot, three‐step protocol for the preparation of Grignard reagents from organobromides in a ball mill and their subsequent reactions with gaseous carbon dioxide (CO2) or sodium methyl carbonate providing aryl and alkyl carboxylic acids in up to 82 % yield is reported. Noteworthy are the short reaction times and the significantly reduced solvent amounts [2.0 equiv. for liquid assisted grinding (LAG) conditions]. Unexpectedly, aryl bromides with methoxy substituents lead to symmetric ketones as major products.

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

et al. 2022

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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 new "thinking outside the box", but it also has opened new reaction paths, allowing to overcome the weaknesses of traditional chemistry exactly where the use of well-established solution-based methodologies rules out progress. In this Review, the reader is introduced to an intriguing research subject not yet fully explored and waiting for improved understanding. Indeed, the study is mainly focused on organic transformations that, although impossible in solution, become possible under mechanochemical processing conditions, simultaneously entailing innovation and expanding the chemical space.This publication is part of a joint Special Collection of Chemistry-Methods and ChemSusChem including invited contributions focusing on "Methods and Applications in Mechanochemistry". Please visit chemsuschem.org/ collections to view all contributions.

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Reactive capture using metal looping: the effect of oxygen

Abstract: In the effort to create a sustainable future economy, the ability to directly convert dilute gas-phase CO2 in waste gas streams into useful products would be a valuable tool, which...

Cited by 4 publications

References 23 publications

Mechanochemical Grignard Reactions with Gaseous CO₂ and Sodium Methyl Carbonate**

Mechanochemical Grignard Reactions with Gaseous CO₂ and Sodium Methyl Carbonate**

Mechanochemical Grignard Reactions with Gaseous CO₂ and Sodium Methyl Carbonate**

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

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Reactive capture using metal looping: the effect of oxygen

Abstract: In the effort to create a sustainable future economy, the ability to directly convert dilute gas-phase CO2 in waste gas streams into useful products would be a valuable tool, which...

Cited by 4 publications

References 23 publications

Mechanochemical Grignard Reactions with Gaseous CO2 and Sodium Methyl Carbonate**

Mechanochemical Grignard Reactions with Gaseous CO2 and Sodium Methyl Carbonate**

Mechanochemical Grignard Reactions with Gaseous CO2 and Sodium Methyl Carbonate**

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

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Product

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Mechanochemical Grignard Reactions with Gaseous CO₂ and Sodium Methyl Carbonate**

Mechanochemical Grignard Reactions with Gaseous CO₂ and Sodium Methyl Carbonate**

Mechanochemical Grignard Reactions with Gaseous CO₂ and Sodium Methyl Carbonate**