An air- and moisture-stable organoselenium–palladium complex immobilized on silica-coated magnetic nanoparticles is designed, synthesized and applied as a practical and retrievable catalyst in the Heck–Mizoroki cross-coupling reaction.
In the present work,
a novel heterogeneous catalytic system involving
copper(I) complex of moisture- and air-stable organoselenium ligand
supported on Fe3O4 nanoparticles modified by
SiO2/aminopropyltrieethoxysilane was designed, synthesized,
and characterized using various physicochemical methods inclusive
Fourier transform infrared spectroscopy, X-ray diffraction, vibrating
sample magnetometry, field emission scanning electron microscopy,
energy dispersive X-ray spectroscopy, X-ray photoelectron spectroscopy,
atomic absorption spectroscopy, inductively coupled plasma optical
emission spectroscopy, and thermogravimetry. The catalytic activity
of the synthesized magnetic nanocatalyst which was named Fe3O4@SiO2-Se-T/CuI was evaluated in A3 coupling reactions for the preparation of propargylamine compounds
using diverse aldehydes, secondary amines, and terminal alkynes. The
benign reaction condition, variety of substrate scope, good yield,
low reaction time, high stability, utilization of organoselenium compound
as an air- and moisture-insensitive ligand and its immobilization
on solid support, and, more importantly, effortless recovery and recyclability
of the catalyst up to five consecutive cycles without remarkable loss
in its activity are some of the interesting features of this protocol
that makes it more beneficial from both industrial and environmental
points of view.
Design and preparation of low‐cost, effective, and novel catalysts are important topics in the field of heterogeneous catalysis from academic and industrial perspectives. Recently, heteroatom‐doped porous carbon/metal materials have received significant attention as promising catalysts in divergent organic reactions. Incorporation of heteroatom into the carbon framework can tailor the properties of carbon, providing suitable interaction between support and metal, resulting in superior catalytic performance compared with those of traditional pure carbon/metal catalytic systems. In this review, we try to underscore the recent advances in the design, preparation, and application of heteroatom‐doped porous carbon/metal catalysts towards various organic transformations.
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