Evidences of release and catch mechanism in the Heck reactioncatalyzed by palladium immobilized on highlycross-linked-supported imidazolium salts

Palladium (10 wt%) on a highly cross-linked imidazolium-based material was used as catalyst in 0.1 mol%in the Heck reaction between several alkenes and aryl iodides. Products were obtained from good tohigh yields. Deeper investigations showed a release of Pd species in solution and their capture by theimidazolium-based support. When a sixfold amount of support was employed the re-captured Pd species(0.5–0.6 wt%) were not anymore catalytically active. This result represents a new interesting aspect ofthis work since the highly cross-linked imidazolium-based material can act also as Pd scavenger avoidingthe release of the metal in solution. Important differences between Heck and Suzuki reactions have beenevidenced when the reactions were carried out in the presence of the scavenging support.