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Triazole-Containing Dendrimer-like Core Cross-Linked Micelles that Stabilize Pd Nanoparticles as Heterogenized Homogeneous Catalysts for Room-Temperature Suzuki-Miyaura Reactions in Water.

Featuring the advantages of both homogeneous (high activity) and heterogeneous (recyclability) catalysts, heterogenized homogeneous catalysts (e.g., dendrimer-stabilized metal nanoparticles) have received much attention in recent years. Here, we develop a new triazole-containing dendrimer-like core cross-linked micelle (DCCM) stabilized Pd nanoparticles as a highly efficient heterogenized homogeneous catalyst for the Suzuki-Miyaura reaction. Both arylboronic acids and iodobenzenes with diverse electronic properties performed with excellent reactivity under the mild conditions of room temperature, water as the sole solvent, and as low as 0.5 % catalyst loading. Importantly, the Pd@triazole-DCCMs can tolerate various functional groups well (e.g., alcohol, aldehyde, ester, acyl, amino, and cyano, etc.) and give the corresponding biphenyl products in high yields. Recycling experiments suggest that the new heterogenized homogeneous catalyst can be recovered simply and reused many times with negligible activity change.