Guanidine-Functionalized Resin-Supported Pd(0) Catalyst: Activity, Reusability, and Redeposition of Active Pd Species in Heck Vinylation

The guanidine‐functionalized resin‐supported Pd(0) catalyst [GDR·Pd(0)] is highly active in Heck reaction of aryl bromides with acrylic acid or styrene without the need to exclude air. The catalyst can be recycled at least 9 times without significant loss of activity in N‐methyl‐2‐pyrrolidone at 140 °C. The Heck reaction proceeds homogeneously with dissolved palladium species and the dissolved active palladium species can redeposit onto the surface of catalyst in the reaction. The XRD peak shifting of Pd phases in the catalyst provides the evidence for the re‐deposition of the active palladium species.