Synthesis, Structure, and Properties of New Mg(II)-Metal–Organic Framework and Its Prowess as Catalyst in the Production of 4H-Pyrans

Abstract

A new alkaline metal–organic framework, [Mg3(NDC)3(DMF)4]·H2O (1) is synthesized solvothermally by using 2,6-naphthalenedicarboxylic acid (NDC) as ligand and dimethylformamide (DMF) and water as mixed solvent. Single crystal X-ray studies show that 1 crystallizes in the space group C2/c with parameters a = 13.4191(2), b = 18.0669(2), c = 20.9746(3) Å, and β = 99.66(0)o. The central metal atom Mg­(II) adopts a six coordinated octahedral geometry with carboxylate oxygen atoms and DMF molecules. Due to the involvement of oxygen atoms in bridging and chelation binding, a trinuclear secondary building unit is built up, which further connects to other six NDC ligands and finally leading to a three-dimensional network. The thermal and luminescent analysis revealed that the compound is thermally stable with violet emission. The creation of coordinatively unsaturated Mg­(II) centers, acting as Lewis-acidic sites upon activation, are explored to use 1 as heterogeneous catalyst in value-added organic conversions. MOF showed a superb catalytic performance in the synthesis of eight 4H-pyran derivatives via one-pot three-component reaction between aromatic aldehydes, malononitrile, and cyanoacetamide at room temperature. All the reactions worked exceptionally well with excellent yields (91–96%), in short reaction times (<40 min). Green solvent (ethanol) and easy separation, reusability and robust structure of catalyst are the attractions of the protocol and make [Mg3(NDC)3(DMF)4]·H2O an ideal catalyst for wide-ranging organic transformations.

Ultrasound-assisted multicomponent synthesis of 4H-pyrans in water and DNA binding studies

“…4 H -Pyrans have been synthesized following diverse methodologies, although in most of these examples the core is contained in a more complex chromene structure. Recent preparations of 4 H -pyrans involved more complex catalysts such as ionic liquids 20 , heterogeneous catalysts 21 , polyethylene glycol (PEG) 22 , magnetic nanoparticles 23 – 26 , MOFs 27 or sophisticated organocatalysts 28 , among many others. Therefore, the development of new simple, efficient and economical procedures affording 4 H -pyrans is still required.…”

Facile One‐pot Synthesis of Arylsulfonyl‐4H‐pyrans Catalyzed by Ru Loaded Fluorapatite

“…In organic synthesis, multicomponent reactions (MCRs) have evolved as effective and a potent C−C bond‐making tools to generate pharmaceutically active drug‐discovery development molecules with high purity . MCRs comprise fusion of three or more reactants and deliver the target molecules in an eco‐friendly way, via one‐pot reaction .…”

“…In organic synthesis, multicomponent reactions (MCRs) have evolved as effective and a potent CÀ C bond-making tools to generate pharmaceutically active drug-discovery development molecules with high purity. [1][2][3] MCRs comprise fusion of three or more reactants and deliver the target molecules in an ecofriendly way, via one-pot reaction. [4] MCR is a progressive single-step synthetic process to achieve the value added products from simple and freely existing reactants without segregation of intermediates.…”

Citric Acid/MCM‐48 Catalyzed Multicomponent Reaction: An Efficient Method for the Novel Synthesis of Quinoline Derivatives

“…Heterogeneous catalyst (HC) materials plays a significant starring role in manufacturing chemical processes and most of these procedures requires the use of solid catalysts in one or more stages. [1,2] HCs possesses unique physical and chemical properties such as low volatility, controlled miscibility and thermal stability which are determinants to their simple recovery and recyclability. [3] Generally, HCs are valuable due to simple synthetic approaches, cost-effectiveness, higher yields and better selectivity.…”