Functional Polyester and Copolymers by a One-Pot Acetylation-Oxidation of Cellulose

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In an effort to convert renewable materials to value added products research was conducted on new green oxidation reactions. Chromium, a favorite oxidizing agent among organic chemists, is not suitable for any large scale or industrial oxidation due to its carcinogenicity. New environmentally friendly oxidation methods that retain the power of chromium oxidations are in great need. It has been shown that chromium catalyzed oxidations can be successfully carried out to prepare aldehydes and ketones from alcohols, and carboxylic acids from alcohols and aldehydes. This study presents the chromium-catalyzed oxidation of carbohydrates. This method involves using the recyclable periodic acid as the terminal oxidant and the solvent of choice is acetic acid. Using Chromium as a catalyst reduces the amount of waste generated by more than 100 fold. Starting from cellulose, the most abundant organic compound on earth, preparation of a novel functionalized polyester and copolymer in a one-pot acetylation/oxidation reaction.1 This method also works for furanosides and simple glycosides. The ketoesters and polyketoesters of glycosides are key intermediates in the effort to synthesize iminocyclitols, which are potent inhibitors of glycosidases and are shown to have anti-cancer and anti-viral activities


ACS Symposium Series

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