Surface modification of chitosan with Ni(II) Schiff base complex: A new heterogeneous catalyst for the synthesis of xanthones

Abstract

A new biocomposite of chitosan, chitosan-supported di(pyridine-2-yl)methanone-Ni(II) complex, CS-DPM-Ni, is synthesized for the first time. The biocomposite is thoroughly characterized by FTIR, PXRD, XPS, FESEM, EDX, TGA, ICP-OES, and elemental analysis. The synthesized composite is successfully used as a heterogeneous catalyst in the synthesis of a library of xanthone derivatives by the intermolecular catalytical coupling of 2-substituted benzaldehydes and phenols. The catalyst could be retrieved from the reaction mixture by simple filtration and reused for up to four catalytic cycles. All products were isolated in good to high yields (65–90 %) with good turnover numbers (TONs), and fully characterized by 1H and 13C{1H} NMR spectroscopy. The green chemistry metrics values for the reaction were discerned and found to be close to the ideal values.