1 research outputs found
Highly Recoverable Pd(II) Catalysts for the MizorokiāHeck Reaction Based on NāHeterocyclic Carbenes and Poly(benzyl ether) Dendrons
Two series of bisĀ(imidazolylidene)Āpalladium
complexes of general
formula [PdBr<sub>2</sub>(NHC)<sub>2</sub>] have been prepared. The
molecular weight of the complexes was enlarged by bonding polyĀ(benzyl
ether) dendrons of increasing size (G0 to G3) at the nitrogen atom
of the NHC ligands. Complexes <b>1</b>ā<b>4</b> contain monodentate NHC ligands coordinated in a <i>trans</i> mode, whereas complexes <b>9</b>ā<b>12</b> contain
a chelating ethylene-bridged bisĀ(NHC) ligand. The complexes were recovered
from the product stream of a MizorokiāHeck reaction by nanofiltration
through thermally and chemically stable ceramic membranes. The recoverability
is better for larger complexes and chelate ligands. In particular,
chelate G3 complex <b>12</b> maintained a constant activity
during the 13 recovery cycles performed, affording an accumulated
turnover number (TON) of 13āÆ000. On average, around 99.5% of
the metal is recovered in each recovery cycle, and contamination by
palladium is only 3 mg per kg of product. Several models to explain
the efficiency of the recovery are discussed