Dendrimers Functionalized with Palladium Complexes of N-, N,N-, and N,N,N-Ligands

Quentin Vanbellingen; Paul Servin; Anaïs Coinaud; Sonia Mallet-Ladeira; Régis Laurent; Anne-Marie Caminade

doi:10.3390/molecules26082333

Dendrimers Functionalized with Palladium Complexes of N-, N,N-, and N,N,N-Ligands

Molecules. 2021 Apr 17;26(8):2333. doi: 10.3390/molecules26082333.

Authors

Quentin Vanbellingen^{1

2

3}, Paul Servin^{1

2}, Anaïs Coinaud^{1

2}, Sonia Mallet-Ladeira^{1

2}, Régis Laurent^{1

2}, Anne-Marie Caminade^{1

2}

Affiliations

¹ Laboratoire de Chimie de Coordination du CNRS, 205 Route de Narbonne, BP 44099, CEDEX 4, 31077 Toulouse, France.
² LCC-CNRS, Université de Toulouse, CNRS, CEDEX 4, 31077 Toulouse, France.
³ Technologie Servier-Center of Excellence in Drug Safety and Pharmacokinetics 25/27 rue Eugène Vignat, CS 11749, CEDEX 1, 45007 Orléans, France.

Abstract

Pyridine, pyridine imine, and bipyridine imine ligands functionalized by a phenol have been synthesized and characterized, in many cases by X-ray diffraction. Several of these N-, N,N-, and N,N,N,-ligands have been grafted onto the surface of phosphorhydrazone dendrimers, from generation 1 to generation 3. The complexation ability of these monomers and dendrimers towards palladium(II) has been assayed. The corresponding complexes have been either isolated or prepared in situ. In both cases, the monomeric and dendritic complexes have been tested as catalysts in Heck couplings and in Sonogashira couplings. In some cases, a positive dendritic effect has been observed, that is, an increase of the catalytic efficiency proportional to the dendrimer generation.

Keywords: X-ray diffraction; catalysis; complexes; dendrimer; imine; ligands; palladium; phenol.