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Chemoselective Transfer Hydrogenation of α,β-Unsaturated Carbonyls Using Palladium Immobilized Ionic Liquid Catalyst

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Abstract

This work reports a simple and highly efficient protocol for chemoselective transfer hydrogenation of α,β-unsaturated carbonyls using immobilized palladium metal-containing ionic liquid as a versatile heterogeneous catalyst with an excellent conversion and chemoselectivity (up to 100 %). The influence of various reaction parameters such as the effect of hydrogen donor, solvent, temperature, and time were studied. The catalyst was recycled for four consecutive cycles without significant loss in the catalytic activity. The developed protocol is more advantageous due to the use of HCOONH4 as a hydrogen source, mild reaction conditions, and simple workup procedure and applicable for a wide range of substrates.

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Acknowledgments

The author (N. M. Patil) is greatly thankful to the UGC-SAP (University Grant Commission, India) for providing the Senior Research Fellowship. XPS measurements were conducted at the Research Hub for Advanced Nano Characterization, the University of Tokyo, supported by the Ministry of Education, Culture, Sports, Science and Technology (MEXT), Japan. This work is supported by JSPS and DST under the Japan-India Science Cooperative Program.

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Authors and Affiliations

  1. Department of Chemistry, Institute of Chemical Technology, N. Parekh Marg, Matunga, Mumbai, 400019, India

    Nilesh M. Patil & Bhalchandra M. Bhanage

  2. Department of Complexity Science and Engineering, Graduate School of Frontier Sciences, The University of Tokyo, 5-1-5 Kashiwanoha, Kashiwa, Chiba, 277-8561, Japan

    Takehiko Sasaki

Authors
  1. Nilesh M. Patil
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  2. Takehiko Sasaki
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  3. Bhalchandra M. Bhanage
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Correspondence to Bhalchandra M. Bhanage.

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Patil, N.M., Sasaki, T. & Bhanage, B.M. Chemoselective Transfer Hydrogenation of α,β-Unsaturated Carbonyls Using Palladium Immobilized Ionic Liquid Catalyst. Catal Lett 144, 1803–1809 (2014). https://doi.org/10.1007/s10562-014-1362-x

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  • DOI: https://doi.org/10.1007/s10562-014-1362-x

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