Synthesis and characterization of a novel magnetic nano‐palladium Schiff base complex: application in cross‐coupling reactions

A novel and task‐specific nano‐magnetic Schiff base ligand with phosphate spacer using 2‐aminoethyl dihydrogen phosphate instead of usual coating agents, i.e. tetraethoxysilane and 3‐aminopropyltriethoxysilane, for coating of nano‐magnetic Fe 3 O 4 is introduced. The nano‐magnetic Schiff base ligand with phosphate spacer as a novel catalyst was synthesized and fully characterized using infrared spectroscopy , X‐ray diffraction, scanning and transmission electron microscopies, thermogravimetry, derivative thermogravimetry, vibrating sample magnetometry, atomic force microscopy , X‐ray photoelectron spectroscopy and energy‐dispersive X‐ray spectroscopy. The resulting task‐specific nano‐magnetic Schiff base ligand with phosphate spacer was successfully employed as a magnetite Pd nanoparticle‐supported catalyst for Sonogashira and Mizoroki–Heck C–C coupling reactions . To the best of our knowledge, this is the first report of the synthesis and applications of magnetic nanoparticles of Fe 3 O 4 @O 2 PO 2 (CH 2 ) 2 NH 2 as a suitable spacer for the preparation of a designable Schiff base ligand and its corresponding Pd complex. So the present work can open up a new and promising insight in the course of rational design, synthesis and applications of various task‐specific magnetic nanoparticle complexes. Copyright © 2016 John Wiley & Sons, Ltd.