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. 2021 Nov 10;11(57):36230-36236.
doi: 10.1039/d1ra05494e. eCollection 2021 Nov 4.

MOF-Zn-NHC as an efficient N-heterocyclic carbene catalyst for aerobic oxidation of aldehydes to their corresponding carboxylic acids via a cooperative geminal anomeric based oxidation

Saeed Babaee  1 , Mahmoud Zarei  1 , Mohammad Ali Zolfigol  1
Affiliations

MOF-Zn-NHC as an efficient N-heterocyclic carbene catalyst for aerobic oxidation of aldehydes to their corresponding carboxylic acids via a cooperative geminal anomeric based oxidation

Saeed Babaee et al. RSC Adv. .

Abstract

As an efficient heterogenous N-heterocyclic carbene (NHC) catalyst, MOF-Zn-NHC was used in the aerobic oxidation of aryl aldehydes to their corresponding carbocyclic acids via an anomeric based oxidation. Features such as mild reaction conditions and no need for a co-catalyst or oxidative reagent can be considered as the major advantages of the presented method in this study.

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Conflict of interest statement

The authors declare no competing financial and non-financial interests.

Figures

Scheme 1
Scheme 1. Previously reported methods of oxidation of aldehyde to their corresponding carboxylic acid.
Scheme 2
Scheme 2. Anomeric based oxidation leads to oxidation–reduction in the mechanism of Cannizzaro reaction.
Scheme 3
Scheme 3. The conversion of aldehydes to their corresponding carboxylic acids in the presence of MOF-Zn-NHC.
Scheme 4
Scheme 4. The conversion of isophthalaldehyde to the isophthalic acid (2p) in the presence of MOF-Zn-NHC.
Fig. 1
Fig. 1. The FT-IR spectrum of MOF-Zn-NHC and 1,3-bis(4-carboxyphenyl)-1H-imidazol-3-ium chloride as ligand.
Scheme 5
Scheme 5. The proposed mechanism for the aerobic oxidation of an aryl aldehyde to its corresponding carboxylic acid using MOF-Zn-NHC.
Fig. 2
Fig. 2. The recyclability of MOF-Zn-NHC for the synthesis of carboxylic acid compounds.
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