Palladium-Loaded Cucurbit[7]uril-Modified Iron Oxide Nanoparticles for C-C Cross-Coupling Reactions

Farah Benyettou; Laurence Motte; Hassan Traboulsi; Javed Mazher; Renu Pasricha; John-Carl Olsen; Ali Trabolsi; Erwan Guenin

doi:10.1002/chem.201705082

Palladium-Loaded Cucurbit[7]uril-Modified Iron Oxide Nanoparticles for C-C Cross-Coupling Reactions

Chemistry. 2018 Feb 16;24(10):2349-2353. doi: 10.1002/chem.201705082. Epub 2018 Jan 25.

Authors

Farah Benyettou¹, Laurence Motte², Hassan Traboulsi³, Javed Mazher⁴, Renu Pasricha¹, John-Carl Olsen⁵, Ali Trabolsi¹, Erwan Guenin^{6

2}

Affiliations

¹ New York University, Abu Dhabi, United Arab Emirates.
² Inserm, U1148, Laboratory for Vascular Translational Science, UFR SMBH, Université Paris 13, Sorbonne Paris Cité, 74 avenue M. Cachin, 93017, Bobigny, France.
³ Chemistry Department, College of Sciences, King Faisal University, Al Ahsa, 31982, Kingdom of Saudi Arabia.
⁴ Physics Department, College of Sciences, King Faisal University, Al Ahsa, 31982, Kingdom of Saudi Arabia.
⁵ Department of Chemistry, University of Rochester, RC Box 270216, Rochester, NY, 14627, United States of America.
⁶ Sorbonne Universités, Université de Technologie de Compiègne, Integrated Transformations of Renewable Matter Laboratory (EA TIMR 4297 UTC-ESCOM), rue du Dr Schweitzer, 60200, Compiègne, France.

PMID: 29297954
DOI: 10.1002/chem.201705082

Abstract

Cucurbit[7]uril modified iron oxide nanoparticles (CB[7]NPs) were loaded with palladium to form nano-catalysts (Pd@CB[7]NPs) that, with microwave heating, catalysed Suzuki-Miyaura, Sonogashira, and Mizoroki-Heck cross-coupling reactions. Reactions were run in environmentally benign 1:1 ethanol/water solvent under convenient aerobic conditions. In a preliminary screening, conversions and yields were uniformly high with turn over frequencies (TOF) ranging from 64 to 7360 h^-1 . The nano-catalysts could be recovered with a magnet and reused several times (6 times for Suzuki-Miayura reaction) without loss of activity.

Keywords: cross-coupling reactions; cucurbit[7]uril; macrocyclic chemistry; magnetic nano-catalyst; palladium.