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

Xiukai Li(Institute of Bioengineering and Nanotechnology), Di Wu(Nanyang Technological University), Ting Lu(Institute of Bioengineering and Nanotechnology), Guangshun Yi(Institute of Bioengineering and Nanotechnology), Haibin Su(Nanyang Technological University), Yugen Zhang(Nanyang Technological University)
Angewandte Chemie International Edition
March 12, 2014
Cited by 144

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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