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Ethylenediamine‐Functionalized Resin‐Supported Pd(0) Complex: An Effective and Recyclable Catalyst for Heck Vinylation
Author(s) -
Yang YuanFa,
Zhuang Ming,
Zeng ChaoXia,
Huang ChaoBiao,
Luo MengFei
Publication year - 2006
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200690244
Subject(s) - chemistry , iodobenzene , palladium , catalysis , ethylenediamine , heck reaction , leaching (pedology) , polymer chemistry , nuclear chemistry , heterogeneous catalysis , organic chemistry , environmental science , soil science , soil water
The ethylenediamine‐functionalized resin‐supported Pd(0) complex was prepared from PdCl 2 and ethylenediamine‐functionalized chloromethylated polystyrene, followed by reduction with KBH 4 . The complex was characterized by FT‐IR, XRD, BET, SEM and EDS. The resin‐supported catalyst exhibited high catalytic activity in the Heck reaction and could be reused up to 17 times in NMP or 16 times in DMF at 90 °C in the Heck reaction of iodobenzene with acrylic acid. The leaching investigation disclosed that the palladium leaching was caused by the interaction of iodobenzene with the metal Pd(0) on supported catalyst. The leached palladium species in filtrate was very stable and could be reused five times after the solid catalyst was filtered off. A cross‐transfer test in recycling in the presence of additional carbon disclosed that the soluble leached palladium species had much higher catalytic activity than supported and/or adsorbed palladium in solid‐solution heterogeneous Heck reaction.