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The Ionic Palladium Porphyrin as a Highly Efficient and Recyclable Catalyst for Heck Reaction in Ionic Liquid Solution Under Aerobic Conditions

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Abstract

The ionic palladium porphyrin featured with pyridinium tags at four meso-positions, palladium tetrakis-(N-methyl-4-pyridinium)-porphyrin iodide ([Pd(II)TMPy)P][I]4 (3), embedded in the similar structured ionic liquid of N-butyl pyridinium tetrafluoroborate ([Bpy]BF4) was found to be a highly efficient and recyclable catalytic system for the Heck cross-coupling of iodobenzene (derivatives) and ethyl acylate, with high turnover frequency of 56,000 h−1 under aerobic conditions. The active charge transfer transition occurred in 3-[Bpy]BF4 system during the Heck reaction could account for the efficiency in the catalytic coupling, which was observed in the UV–visible spectra.

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Acknowledgments

The research was financially supported by the National Natural Science Foundation of China (No. 20533010, 20590366, 20673039), the Science & Technology Commission of Shanghai Municipality (06JC14023, 06SR07101), and Shanghai Leading Academic Discipline Project (B409).

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Authors and Affiliations

  1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Chemistry Department, East China Normal University, 200062, Shanghai, China

    Qing-Xia Wan & Ye Liu

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  1. Qing-Xia Wan
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  2. Ye Liu
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Correspondence to Ye Liu.

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Wan, QX., Liu, Y. The Ionic Palladium Porphyrin as a Highly Efficient and Recyclable Catalyst for Heck Reaction in Ionic Liquid Solution Under Aerobic Conditions. Catal Lett 128, 487–492 (2009). https://doi.org/10.1007/s10562-008-9780-2

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  • DOI: https://doi.org/10.1007/s10562-008-9780-2

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