Zn Complex on Tryptophan-Functionalized MCM-41 as an Efficient and Promising Reusable Nanocatalyst in One-Pot Three-Component Synthesis of Amino Benzyl Quinolinols and Naphthols via a Betti Reaction.

Abstract

In this research, a Zn transition metallic complex on functionalized mesopore silica MCM-41 has been designed and utilized as an effective, recoverable, and thermally stable heterogeneous nanocatalyst in the formation of the C-C bond. Also, the synthesis of amino benzyl quinolinols and amino benzyl naphthol derivatives was performed by the three-component reaction of Betti from aromatic aldehydes, type II amines, and 8-hydroxyquinoline and 1-naphthol in the presence of the MCM-41-tryptophan-Zn nanocatalyst under reflux conditions. The short reaction times, high efficiency of the products, the easy separation of catalysts due to their heterogeneity, and their reusability are the advantages of this method. Finally, the nature of catalysts was studied by using some techniques such as the Fourier transform infrared spectrum, energy-dispersive spectroscopy, hot filtration test, transmission electron microscopy, scanning electron microscopy, X-ray diffraction, inductively coupled plasma optical emission spectrometry, and N2 adsorption-desorption (BET). The synthesized heterogeneous catalysts showed perfect catalytic activity and also good recyclability in the Betti reaction. They could be reused at least for five consecutive cycles without significant loss of their catalytic activities.