Manganese(III) acetate-mediated free radical reactions of [60]fullerene with beta-dicarbonyl compounds |
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Authors: | Li Changzhi Zhang Danwei Zhang Xiaotong Wu Shihui Gao Xiang |
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Institution: | Department of Chemistry, Fudan University, Shanghai, 200433, PR China. |
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Abstract: | 60]Fullerene reacted with various beta-dicarbonyl compounds in the presence of Mn(OAc)3*2H2O to generate dihydrofuran-fused 60]fullerene derivatives or 1,4-bisadducts. Dihydrofuran-fused 60]fullerene derivatives 2 could be formed by treatment of alpha-unsubstituted beta-diketones 1a-e or beta-ketoesters 1f and 1g with 60]fullerene in refluxing chlorobenzene in the presence of Mn(III). Solvent-participated unsymmetrical 1,4-bisadducts 3 were obtained through the reaction of 60]fullerene with dimethyl malonate 1h or alpha-substituted beta-dicarbonyl compounds 1i-1n in toluene. A possible reaction mechanism for the formation of different fullerene derivatives is proposed. |
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