<i>N</i>-(Carboxymethyl)-<i>N</i>-methyl-glycine

Dailey, Ian; Burke, Martin D.

doi:10.1002/047084289x.rn01228

Cited by 1 publication

(1 citation statement)

References 31 publications

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“…It should be emphasized that the production of boronic ester-substituted benzoic acid ( 3n ) through sequential oxidation reactions of 1n is very important. Compound 3n is not easily generated via traditional oxidation reactions using strong oxidants because the C–B bond is fragile . In addition, terephthalic acid ( 3o ), which is a representative ligand for general MOFs and is industrially useful, was obtained in 81% yield upon oxidation of 1,4-benzenedimethanol ( 1o ) at para positions.…”

Section: Resultsmentioning

confidence: 99%

Sequential Connection of Mutually Exclusive Catalytic Reactions by a Method Controlling the Presence of an MOF Catalyst: One-Pot Oxidation of Alcohols to Carboxylic Acids

et al. 2020

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A functionalized metal–organic framework (MOF) catalyst applied to the sequential one-pot oxidation of alcohols to carboxylic acids controls the presence of a heterogeneous catalyst. The conversion of alcohols to aldehydes was acquired through aerobic oxidation using a well-known amino-oxy radical-functionalized MOF. In the same flask, a simple filtration of the radical MOF with mild heating of the solution completely altered the reaction media, providing radical scavenger-free conditions suitable for the autoxidation of the aldehydes formed in the first step to carboxylic acids. The mutually exclusive radical-catalyzed aerobic oxidation (the first step with MOF) and radical-inhibited autoxidation (the second step without MOF) are sequentially achieved in a one-pot manner. Overall, we demonstrate a powerful and efficient method for the sequential oxidation of alcohols to carboxylic acids by employing a readily functionalizable heterogeneous MOF. In addition, our MOF in-and-out method can be utilized in an environmentally friendly way for the oxidation of alcohols to carboxylic acids of industrial and economic value with broad functional group tolerance, including 2,5-furandicarboxylic acid and 1,4-benzenedicarboxylic acid, with good yield and reusability. Furthermore, MOF-TEMPO, as an antioxidative stabilizer, prevents the undesired oxidation of aldehydes, and the perfect “recoverability” of such a reactive MOF requires a re-evaluation of the advantages of MOFs from heterogeneity in catalytic and related applications.

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Section: Resultsmentioning

confidence: 99%