Ferric perchlorate-mediated radical reactions of [60]fullerene |
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Authors: | FaBao Li GuanWu Wang |
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Affiliation: | 1. Hefei National Laboratory for Physical Sciences at Microscale, Department of Chemistry, University of Science and Technology of China, Hefei, 230026, China 2. Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules; School of Chemistry and Chemical Engineering, Hubei University, Wuhan, 430062, China
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Abstract: | Transition-metal-salt-mediated radical reactions of fullerenes have attracted extensive attention as a new and important method for fullerene functionalization. The application of relatively cheap and easily available ferric perchlorate (Fe(ClO 4 ) 3 ) to the synthesis of [60]fullerene (C 60 ) has demonstrated remarkable advantages and afforded a series of novel fullerene derivatives. In this review we present our recent progress in this area and summarize the reactions of C 60 with malonate esters, β-keto esters, nitriles, aldehydes/ketones, and arylboronic acids in the presence of Fe(ClO 4 ) 3 to afford the C 60-fused disubstituted lactones, C 60-fused hemiketal, C 60-fused dihydrofuran, C 60-fused oxazoles, C 60-fused 1,3-dioxolanes, and fullerenyl boronic esters. The possible reaction mechanisms for the above-mentioned reactions are also described in detail. |
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Keywords: | [60]fullerene ferric perchlorate malonate esters β-keto esters nitriles aldehydes/ketones arylboronic acids |
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