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Ferric perchlorate-mediated radical reactions of [60]fullerene

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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(ClO4)3) to the synthesis of [60]fullerene (C60) 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 C60 with malonate esters, β-keto esters, nitriles, aldehydes/ketones, and arylboronic acids in the presence of Fe(ClO4)3 to afford the C60-fused disubstituted lactones, C60-fused hemiketal, C60-fused dihydrofuran, C60-fused oxazoles, C60-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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  1. Hefei National Laboratory for Physical Sciences at Microscale, Department of Chemistry, University of Science and Technology of China, Hefei, 230026, China

    FaBao Li & GuanWu Wang

  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

    FaBao Li

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Li, F., Wang, G. Ferric perchlorate-mediated radical reactions of [60]fullerene. Sci. China Chem. 55, 2009–2017 (2012). https://doi.org/10.1007/s11426-012-4714-7

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