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

Abstract

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-SO3H]Cl was prepared by reaction of Zr-UiO-66-PDC and SO3HCl. The structure of [Zr-UiO-66-PDC-SO3H]Cl was confirmed by FT-IR, PXRD, FE-SEM, TEM, BET, EDX, and Mapping analysis. This mesoporous [Zr-UiO-66-PDC-SO3H]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 m2 g−1 surface area. The described catalyst [Zr-UiO-66-PDC-SO3H]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.

Copper(II) Schiff-Base Complex Modified UiO-66-NH2(Zr) Metal–Organic Framework Catalysts for Knoevenagel Condensation–Michael Addition–Cyclization Reactions

“…In recent years, researchers have aimed at designing effective functionalized MOF catalysts with organic and organometallic moieties, instead of applying conventional MOF catalysts based on highly priced metals. − These techniques have been used to modify different types of catalysts, e.g., sulfopyridinium chloride ionic liquid-supported Zr-UiO-66 has been introduced by Zolfigol et al in 2021, indicating that MOF-functionalized catalytic species have been used in organic synthesis and functional group transformations. Therefore, combining the catalytic complexes with MOFs as supports to produce heterogenized catalytic materials is a novel strategy to modify physiochemical properties, pore sizes, surface areas, and topologies of the target porous material moieties. − …”

A convenient catalytic method for preparation of new tetrahydropyrido[2,3-d]pyrimidines via a cooperative vinylogous anomeric based oxidation

“…1. 15 The research team developed post-modication of metal-organic frameworks based on Cr, Al and Zr, [16][17][18][19][20] glycoluril, 21 mesoporous materials (SBA-15), 22 melamine, 23 and carbon quantum dots (CQDs) 24 with phosphorus acid tags as a porous catalyst for the preparation of biological compounds.…”

In Situ Growth of a Metal–Organic Framework-Based Solid Electrolyte Interphase for Highly Reversible Zn Anodes

“…663301). Moreover, FTIR absorption peaks of carboxyl and sulfonate groups in the stp ligand can also be distinguished in ZSB@Zn, , as marked in Figure e. These results elucidate that the ZSB AESI has an identical crystal structure and chemical properties to the bulk ZSB.…”