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Highly Efficient Chemical Process To Convert Mucic Acid into Adipic Acid and DFT Studies of the Mechanism of the Rhenium-Catalyzed Deoxydehydration

Authors

  • Dr. Xiukai Li,

    1. Institute of Bioengineering and Nanotechnology, 31 Biopolis Way, The Nanos, Singapore 138669 (Singapore)
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  • Di Wu,

    1. School of Materials Science and Engineering, Nanyang Technological University, N3-B4-W310, 50 Nanyang Avenue, Singapore 639798 (Singapore)
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  • Dr. Ting Lu,

    1. Institute of Bioengineering and Nanotechnology, 31 Biopolis Way, The Nanos, Singapore 138669 (Singapore)
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  • Dr. Guangshun Yi,

    1. Institute of Bioengineering and Nanotechnology, 31 Biopolis Way, The Nanos, Singapore 138669 (Singapore)
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  • Prof. Haibin Su,

    Corresponding author
    1. School of Materials Science and Engineering, Nanyang Technological University, N3-B4-W310, 50 Nanyang Avenue, Singapore 639798 (Singapore)
    • Haibin Su, School of Materials Science and Engineering, Nanyang Technological University, N3-B4-W310, 50 Nanyang Avenue, Singapore 639798 (Singapore)

      Yugen Zhang, Institute of Bioengineering and Nanotechnology, 31 Biopolis Way, The Nanos, Singapore 138669 (Singapore)

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  • Dr. Yugen Zhang

    Corresponding author
    1. Institute of Bioengineering and Nanotechnology, 31 Biopolis Way, The Nanos, Singapore 138669 (Singapore)
    • Haibin Su, School of Materials Science and Engineering, Nanyang Technological University, N3-B4-W310, 50 Nanyang Avenue, Singapore 639798 (Singapore)

      Yugen Zhang, Institute of Bioengineering and Nanotechnology, 31 Biopolis Way, The Nanos, Singapore 138669 (Singapore)

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  • This work was supported by the Institute of Bioengineering and Nanotechnology (Biomedical Research Council, Agency for Science, Technology and Research (A*STAR), Singapore), and Biomass-to-Chemicals Program (Science and Engineering Research Council, A*STAR, Singapore).

Abstract

The production of bulk chemicals and fuels from renewable bio-based feedstocks is of significant importance for the sustainability of human society. Adipic acid, as one of the most-demanded drop-in chemicals from a bioresource, is used primarily for the large-volume production of nylon-6,6 polyamide. It is highly desirable to develop sustainable and environmentally friendly processes for the production of adipic acid from renewable feedstocks. However, currently there is no suitable bio-adipic acid synthesis process. Demonstrated herein is the highly efficient synthetic protocol for the conversion of mucic acid into adipic acid through the oxorhenium-complex-catalyzed deoxydehydration (DODH) reaction and subsequent Pt/C-catalyzed transfer hydrogenation. Quantitative yields (99 %) were achieved for the conversion of mucic acid into muconic acid and adipic acid either in separate sequences or in a one-step process.

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