Palladium nanoparticles supported on modified polystyrene resin as a polymeric catalyst for Sonogashira-Hagihara coupling reactions

Authors

BAHMAN TAMAMI
FATEMEH NOWROOZI DODEJI
SOHEILA GHASEMI

Abstract

Pd(0) nanoparticles supported on modified crosslinked polystyrene were synthesized and characterized. Crosslinked polystyrene was reacted with trioxane and chlorotrimethylsilane in the presence of SnCl$_{4}$ to form Merrifield resin. The Merrifield resin was then converted to polymer-bound $\beta $-aminoalcohol and subsequently to $\beta$-aminophosphinite ligand. This polymeric ligand was reacted with PdCl$_{2}$ to obtain a polymeric Pd(0) complex. The TEM image of the Pd catalyst showed good dispersion of catalytic sites. The Pd catalyst exhibits excellent activity and stability in copper-free Sonogashira-Hagihara cross-coupling reactions under aerobic conditions. This protocol can be applied efficiently to the coupling reactions of chloro- as well as iodo- and bromo-arenes. The catalyst can be reused several times without any considerable decrease in its activity.

DOI

10.3906/kim-1407-22

Keywords

Merrifield support, palladium nanoparticle, Sonogashira coupling

First Page

880

Last Page

885

Recommended Citation

TAMAMI, BAHMAN; DODEJI, FATEMEH NOWROOZI; and GHASEMI, SOHEILA (2015) "Palladium nanoparticles supported on modified polystyrene resin as a polymeric catalyst for Sonogashira-Hagihara coupling reactions," Turkish Journal of Chemistry: Vol. 39: No. 4, Article 16. https://doi.org/10.3906/kim-1407-22
Available at: https://journals.tubitak.gov.tr/chem/vol39/iss4/16