Synthesis and structural characterization of a novel dinuclear Cu(ii) complex: an efficient and recyclable bifunctional heterogeneous catalyst for the diastereoselective Henry reaction

Abstract

We describe the synthesis and structural characterization of a novel dinuclear Cu(ii) complex containing a new flexible mixed pyridine-carboxylate ligand. Single crystal X-ray diffraction reveals its uniqueness with two coordinated water molecules and four uncoordinated pyridyl groups. Utilizing the bifunctional catalytic sites, it has been found to be an efficient, robust and recyclable heterogeneous catalyst for the diastereoselective Henry (nitroaldol) reaction of aldehydes with nitroethane.

Metal ion exchange in Prussian blue analogues: Cu(ii)-exchanged Zn–Co PBAs as highly selective catalysts for A3 coupling

“…75,76 Since this reaction usually requires the presence of a base to proceed, it can serve as a tool to probe the basic nature of the samples. [77][78][79] As can be observed in Fig. S10, † the benzaldehyde conversion obtained with the sample [Cu(OAc) 2 ] 0.90 @Zn 0.10 -Co PBA was more than three times higher than the one obtained with the rest of the PBAs.…”

Highly Efficient Nanosized Mesoporous CuMgAl Ternary Oxide Catalyst for Nitro-Alcohol Synthesis: Ultrasound-Assisted Sustainable Green Perspective for the Henry Reaction

“…The Henry reaction continues to attract attention in synthetic organic chemistry research. − With the development of suitable chiral catalysts, the reaction was established as a viable approach in asymmetric organic molecules synthesis, particularly in the field of pharmaceuticals and experimental therapeutics, in which the biological activities of compounds depend on their relative chirality . Traditional approaches for C–C coupling in the Henry reaction involving soluble inorganic bases such as alkali-metal/alkaline-earth-metal hydroxides, carbonates, bicarbonates, alkoxides, ethoxides, and organic bases such as primary, secondary, and tertiary amines frequently produce dehydration products .…”

“…Moreover, control of the basicity of the reaction medium is vital to obtain higher yields of β-nitro alcohols. However, the reported methodologies in the literature suffer from the drawback of the production of moderate yields of alcohols over long reaction times. , …”

“…However, the reported methodologies in the literature suffer from the drawback of the production of moderate yields of alcohols over long reaction times. 2,3 Stoichiometric organic synthetic methods, which have largely been applied so far, give rise to large quantities of inorganic salts as byproducts, disposal of which has serious consequences in the environment. 4 The homogeneous catalytic procedures described in the literature have many drawbacks, such as the removal of waste and the difficulty in recovering the catalyst from the products.…”

Synthesis and Catalytic Application of Two Mononuclear Complexes Bearing Diethylenetriamine Derivative Ligand

“…The β-nitroalcohol product can be obtained by the Henry reaction, a very classical and applicable C-C bond formation reaction. The most common method of synthesizing β-nitroalcohols is the nucleophilic addition reaction of nitroalkane with the carbonyl compounds in the presence of catalysts, such as organic small molecules [7,8], ionic liquids [9,10], and metal complexes [11,12]. Hence, an enormous amount of effort has been devoted to the research and development of economic and efficient catalysts for this reaction.…”