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Preparation of 6-azafulleroid-6-deoxy-2,3-di-O-myristoylcellulose
Authors:Ichihara Nobuhiko  Takano Toshiyuki  Sakakibara Keita  Kamitakahara Hiroshi  Nakatsubo Fumiaki
Institution:aDivision of Forest and Biomaterials Science, Graduate School of Agriculture, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan;bInstitute for Chemical Research, Kyoto University, Kyoto, Japan;cResearch Institute for Sustainable Humanosphere, Kyoto University, Kyoto, Japan
Abstract:6-Azafulleroid-6-deoxy-2,3-di-O-myristoylcellulose (3) was synthesized from 6-azido-6-deoxycellulose (1) by two reaction steps. The myristoylation of compound 1 with myristoyl chloride/pyridine proceeded smoothly to give 6-azido-6-deoxy-2,3-di-O-myristoylcellulose (2) in 97.0% yield. The reaction of compound 2 with fullerene (C60) was carried out by microwave heating to afford compound 3 in high yield. It was found from FT-IR, 13C NMR, UV–vis, differential pulse voltammetry (DPV), SEC analyses that compound 3 was the expected C60-containing polymer. Consequently, maximum degree of substitution of C60 (DSC60) of compound 3 was 0.33.
Keywords:Azafulleroid  Cellulose  Fullerene  Microwave heating
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