Jump to main content
Jump to site search


Monodentate palladium(0)–[60]fullerene complexes of diphosphine ligands as efficient and sustainable nanocatalysts for the Mizoroki–Heck coupling reaction of aryl chlorides

Author affiliations

Abstract

Two mononuclear coordination complexes of fullerene[60] with Pd(dba)2 (dba = dibenzylideneacetone), [(η2-C60)Pd(Ph2P(CH2)2PPh2[double bond, length as m-dash]C(H)C(O)R)2] (R = C10H7 (1), C6H4Cl (2)), have been prepared using a simple procedure to explore new directions in palladium catalysis and nanocarbon chemistry. The palladium(0)–[60]fullerene complexes incorporating unsymmetrical phosphorus ylides have been characterized by 1H, 13C and 31P NMR spectroscopic methods and other conventional techniques such as IR, TGA, SEM, ICP-OES, EDX and TEM analysis. Attributed to the enhanced dispersity and uniform size of the Pd nanoparticles with phosphine-functionalized fullerenes, the prepared catalysts exhibited comparable catalytic activity to those reported for the Mizoroki–Heck coupling reaction of aryl chlorides. Because of their abundance and low cost, aryl chlorides are the most desirable substrates from an industrial point of view in Csp2–Csp2 coupling reactions. Furthermore, overall bonding modes in the palladafullerenes of bifunctional diphosphine-based ligands were investigated by spectroscopic analysis and theoretical calculations. DFT studies of geometry-optimized monodentate and bidentate structures for 1 were calculated at the B3LYP/LANL2MB level of theory to understand the origin of the observed coordination modes.

Graphical abstract: Monodentate palladium(0)–[60]fullerene complexes of diphosphine ligands as efficient and sustainable nanocatalysts for the Mizoroki–Heck coupling reaction of aryl chlorides

Back to tab navigation

Supplementary files

Publication details

The article was received on 07 Mar 2017, accepted on 25 Jul 2017 and first published on 25 Jul 2017


Article type: Paper
DOI: 10.1039/C7NJ00741H
Citation: New J. Chem., 2017, Advance Article
  •   Request permissions

    Monodentate palladium(0)–[60]fullerene complexes of diphosphine ligands as efficient and sustainable nanocatalysts for the Mizoroki–Heck coupling reaction of aryl chlorides

    S. J. Sabounchei, M. Hosseinzadeh, M. Zarepour-jevinani and B. Ghanbari, New J. Chem., 2017, Advance Article , DOI: 10.1039/C7NJ00741H

Search articles by author

Spotlight

Advertisements