A Cu(II)‐Inorganic Co−Crystal as a Versatile Catalyst Towards ‘Click’ Chemistry for Synthesis of 1,2,3‐triazoles and β‐hydroxy‐1,2,3‐triazoles

Abstract

A novel Cu(II) inorganic co‐crystal (CuICC) i. e. {[Cu(IMA)(2,2′‐bipyridine)(H2O)]2 ⋅ [Cu2(IMA)2(2,2′‐bipyridine)2] ⋅ 6H2O} [where IMA=isopropylmalonic acid] has been synthesized. The inorganic co‐crystal of Cu(II) has been exploited as the versatile efficient catalyst for the cost effective facile synthetic approaches towards ‘click’ reaction which is effective for the several marked organic syntheses of 1,2,3‐triazoles and β‐hydroxy‐1,2,3‐triazoles. The catalytic process was performed through the single pot reaction based aerial synthetic protocol that does not need to perform any chromatographic purification technique. Interestingly, the CuICC acts as heterogeneous catalyst for the synthesis of 1,2,3‐triazoles, whereas its homogeneous catalytic role has been found for the synthesis of β‐hydroxy‐1,2,3‐triazoles.

Synthesis and In Vitro Anticancer Activities of New 1,4‐Disubstituted‐1,2,3‐triazoles Derivatives through Click Approach

“…It is because they are easy to synthesize by click chemistry. [25,26] They have few more attractive features such as promising pharmacological properties because of their stability to metabolic degradation, high selectivity, and capability of forming H-bonds which improves solubility and ability to interact with biomolecular targets. [27,28] Huisgen's method of 1,3-dipolar cycloaddition of organic azides with terminal alkynes is the classical and extensively used method for the synthesis of 1,2,3-triazoles.…”

Catalytic Activity of Azido‐Bridged Dinuclear Cu(II)‐Hydrazone Coordination Compound in Green Click Synthesis of 1,2,3‐Triazoles

“…[9] By considering the difficulties in preparing and handling of Cu(I) compounds and their low stability in this oxidation state, [10] in recent years the Cu(II) based catalysts have also been developed. [11] Since the azide anion is one of the reagents in preparing 1,2,3-triazoles from the azide-alkyne cycloaddition reaction, we recently investigated and reported the catalytic production of 1,2,3-triazoles in the presence of Cu(II)-azide coordination compounds as catalyst which indicated Cu(II)-azide coordination compounds can be a new class of efficient catalysts for this matter. [12] On the other hand, in recent years the design, synthesis and characterization of hydrazone based coordination compounds have attracted considerable attention in inorganic chemistry and structural sciences.…”

An Overview on the Performance of 1,2,3-Triazole Derivatives as Corrosion Inhibitors for Metal Surfaces

“…The easy regioselective opening of the epoxides was followed by the [3+2] cycloaddition with alkynes under compact fluorescent light (CFL) irradiation as a source of visible light, resulting in the formation of the C–N bonds between azides and alkynes. Furthermore, Ghosh et al [ 72 ] developed a new Cu(II)-Inorganic Co−Crystal (CuICC) as a versatile catalyst towards click chemistry for the preparation of 1,2,3-triazoles and β-hydroxy-1,2,3-triazoles, which acts as a heterogeneous catalyst for the synthesis of 1,2,3-triazoles. β-hydroxy-1,2,3-triazoles were obtained in a good yield by the CuICC-catalyzed reaction process without need for further column chromatographic purification.…”