Li, X., Wu, D., Lu, T., Yi, G., Su, H. and Zhang, Y. (2014), Highly Efficient Chemical Process To Convert Mucic Acid into Adipic Acid and DFT Studies of the Mechanism of the Rhenium‐Catalyzed Deoxydehydration. Angew. Chem. Int. Ed., 53: 4200-4204. doi:10.1002/anie.201310991
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.