Synthesis and application of [Zr-UiO-66-PDC-SO3H]Cl MOFs to the preparation of dicyanomethylene pyridines via chemical and electrochemical methods

A metal–organic framework (MOF) with sulfonic acid tags as a novel mesoporous catalyst was synthesized. The precursor of Zr-UiO-66-PDC was synthesized both via chemical and electrochemical methods. Then, zirconium-based mesoporous metal–organic framework [Zr-UiO-66-PDC-SO 3 H]Cl was prepared by reac...

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Bibliographic Details
Published in:Scientific reports 2021-08, Vol.11 (1), p.16817-16817, Article 16817
Main Authors: Naseri, Amir Mohammad, Zarei, Mahmoud, Alizadeh, Saber, Babaee, Saeed, Zolfigol, Mohammad Ali, Nematollahi, Davood, Arjomandi, Jalal, Shi, Hu
Format: Article
Language:English
Subjects:
639/638/161
639/638/224
639/638/403
639/638/549
Acids
Catalysts
Chemistry
Dihydropyridine
Electrochemistry
Fourier transforms
Humanities and Social Sciences
Ligands
Methods
multidisciplinary
Oxidation
Porous materials
Pyridines
Scanning electron microscopy
Science
Science (multidisciplinary)
Solvents
Sulfonic acid
Zirconium
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Summary:A metal–organic framework (MOF) with sulfonic acid tags as a novel mesoporous catalyst was synthesized. The precursor of Zr-UiO-66-PDC was synthesized both via chemical and electrochemical methods. Then, zirconium-based mesoporous metal–organic framework [Zr-UiO-66-PDC-SO 3 H]Cl was prepared by reaction of Zr-UiO-66-PDC and SO 3 HCl. The structure of [Zr-UiO-66-PDC-SO 3 H]Cl was confirmed by FT-IR, PXRD, FE-SEM, TEM, BET, EDX, and Mapping analysis. This mesoporous [Zr-UiO-66-PDC-SO 3 H]Cl was successfully applied for the synthesis of dicyanomethylene pyridine derivatives via condensation of various aldehyde, 2-aminoprop-1-ene-1,1,3-tricarbonitrile and malononitrile. At the electrochemical section, a green electrochemical method has successfully employed for rapid synthesis of the zirconium-based mesoporous metal–organic framework UiO-66-PDC at room temperature and atmospheric pressure. The synthesized UiO-66-PDC has a uniform cauliflower-like structure with a 13.5 nm mean pore diameter and 1081.6 m 2  g −1 surface area. The described catalyst [Zr-UiO-66-PDC-SO 3 H]Cl was also employed for the convergent paired electrochemical synthesis of dihydropyridine derivatives as an environmentally friendly technique under constant current at 1.0 mA cm −2 in an undivided cell. The proposed method proceeds with moderate to good yields for the model via a cooperative vinylogous anomeric based oxidation.
ISSN:2045-2322
2045-2322
DOI:10.1038/s41598-021-96001-7