Highly active cellulose-supported poly(hydroxamic acid)-cu(II) complex for ullmann etherification

Choong, Jian Fui and Tang, Xin Ting and Mohd Sani Sarjadi and Zarina Amin and Shaheen M. Sarkar and Baba Musta and Md Lutfor Rahman (2021) Highly active cellulose-supported poly(hydroxamic acid)-cu(II) complex for ullmann etherification. ACS Omega 2021, 6,, 6 (1). pp. 6766-6779. ISSN 2470-1343

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URL: https://pubs.acs.org/doi/pdf/10.1021/acsomega.0c05...

Abstract

Highly active natural pandanus-extracted cellulose-supported poly(hydroxamic acid)−Cu(II) complex 4 was synthesized. The surface of pandanus cellulose was modified through graft copolymerization using purified methyl acrylate as a monomer. Then, copolymer methyl acrylate was converted into a bidentate chelating ligand poly(hydroxamic acid) via a Loosen rearrangement in the presence of an aqueous solution of hydroxylamine. Finally, copper species were incorporated into poly- (hydroxamic acid) via the adsorption process. Cu(II) complex 4 was fully characterized by Fourier transform infrared (FTIR), field emission scanning electron microscopy (FE-SEM), energy-dispersive X-ray (EDX), transmission electron microscopy (TEM), inductively coupled plasma optical emission spectrometry (ICP-OES), thermogravimetric analysis (TGA), X-ray diffraction (XRD), and X-ray photoelectron spectroscopy (XPS) analyses. The cellulose-supported Cu(II) complex 4 was successfully applied (0.005 mol %) to the Ullmann etherification of aryl, benzyl halides, and phenacyl bromide with a number of aromatic phenols to provide the corresponding ethers with excellent yield [benzyl halide (70−99%); aryl halide (20−90%)]. Cu(II) complex 4 showed high stability and was easily recovered from the reaction mixture. It could be reused up to seven times without loss of its original catalytic activity. Therefore, Cu(II) complex 4 can be commercially utilized for the preparation of various ethers, and this synthetic technique could be a part in the synthesis of natural products and medicinal compounds.

Item Type:	Article
Keyword:	Cellulose , Pandanus , Copolymerization , Ullmann Etherification , Natural Polymers
Subjects:	Q Science > QD Chemistry Q Science > QE Geology T Technology > TN Mining engineering. Metallurgy
Department:	FACULTY > Faculty of Science and Natural Resources
Depositing User:	SAFRUDIN BIN DARUN -
Date Deposited:	15 Jun 2021 10:53
Last Modified:	15 Jun 2021 10:53
URI:	https://eprints.ums.edu.my/id/eprint/27248

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