Functionalization of the magnetic chitosan support with dipyridylamine as a nitrogen-rich pincer ligand for Pd immobilization and investigation of catalytic efficiency in Sonogashira coupling

In this study, at first a NNN pincer type ligand was synthesized through the nucleophilic substitution reaction of 2,2′-dipyridylamine with trichloro-1,3,5-triazine in 2:1 ratio. In the next step, the magnetic chitosan biosupport was reacted with this nitrogen-rich ligand that provided coordinative...

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Bibliographic Details
Published in:Polymer bulletin (Berlin, Germany) Germany), 2023-10, Vol.80 (10), p.11139-11154
Main Authors: Rafiee, F., Rezaee, M.
Format: Article
Language:English
Subjects:
Biopolymers
Catalytic activity
Characterization and Evaluation of Materials
Chemical reactions
Chemistry
Chemistry and Materials Science
Chitosan
Chromatography
Complex Fluids and Microfluidics
Coupling
Iron oxides
Ligands
Nanocomposites
Nanoparticles
Nitrogen
Optics
Organic Chemistry
Original Paper
Palladium
Physical Chemistry
Polymer Sciences
Soft and Granular Matter
Substitution reactions
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Summary:In this study, at first a NNN pincer type ligand was synthesized through the nucleophilic substitution reaction of 2,2′-dipyridylamine with trichloro-1,3,5-triazine in 2:1 ratio. In the next step, the magnetic chitosan biosupport was reacted with this nitrogen-rich ligand that provided coordinative sites for the palladium complexation. The prepared nanocomposite (Fe 3 O 4 @DPA-CS@NNN-Pd 0 ) was identified by different analysis including FT-IR, XRD, EDX, FESEM, DLS, VSM and ICP. Then, its catalytic activity was examined in the Sonogashira coupling reaction. The related products were produced in a short reaction time with proper yields. Moreover, the nanocatalyst can be magnetically separated and reused for four successive runs with no noticeable loss in its catalytic activity.
ISSN:0170-0839
1436-2449
DOI:10.1007/s00289-022-04597-1