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

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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.
Publisher
AMER CHEMICAL SOC
Issue Date
2020-12
Language
English
Article Type
Article
Citation

INORGANIC CHEMISTRY, v.59, no.23, pp.17573 - 17582

ISSN
0020-1669
DOI
10.1021/acs.inorgchem.0c02809
URI
http://hdl.handle.net/10203/279290
Appears in Collection
CH-Journal Papers(저널논문)
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