Journal
CHEMCATCHEM
Volume 5, Issue 6, Pages 1606-1613Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cctc.201200578
Keywords
heterogeneous catalysis; polymers; porous materials; recycling experiments; Ullmann coupling
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Funding
- State Basic Research Project of China [2009CB623507]
- National Natural Science Foundation of China [20973079]
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The preparation of efficient and stable heterogeneous catalyst is very important for organic transformations. Herein, we report a copper-incorporated porous, Schiff base-modified polydivinylbenzene (PDVB-SB-Cu) as an excellent heterogeneous catalyst in promoting Ullmann biaryl ether coupling reactions. PDVB-SB-Cu was synthesized by incorporating copper species into PDVB-SB. Combined characterizations by using 13CNMR, IR, XPS, N2 adsorption, and TEM indicated the synthesis of copper-Schiff base species on porous PDVB. Catalytic tests in the Ullmann biaryl ether coupling of iodobenzene and phenol indicated that the PDVB-SB-Cu catalyst gave high activity similar to that of the homogeneous Schiff base-stabilized copper catalyst. This good reactivity was likely due to the polymer-based porous materials, which provided more effective interactions between substrates and catalytic centers. Importantly, PDVB-SB-Cu has extraordinary recyclability. The advantages of high activities and good recyclability made the PDVB-SB-Cu catalyst a new class of solid-support transition metal catalysts for fine chemical preparation.
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