Cu(II) acetate- and Mn(III) acetate-mediated radical reactions of [60]fullerene with ketonic compounds.
The copper(II) acetate monohydrate- or manganese(III) acetate dihydrate-mediated reaction of [60]fullerene with beta-keto esters 1a-1c or with beta-diketones 1d,1e in the presence of 4-dimethylaminopyridine afforded only dihydrofuran-fused C60 derivatives 2a-2e. However, aromatic methyl ketones 3a-3c gave two kinds of products: methanofullerenes 4a-4c and dihydrofuran-fused C60 derivatives 5a,5b. Possible reaction mechanisms are proposed.
Wang
Guan-Wu
GW
Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P R China. gwang@ustc.edu.cn
Li
Fa-Bao
FB
D015761:4-Aminopyridine / Q000031:analogs & derivatives / Q000737:chemistry; D000085:Acetates / Q000737:chemistry*; D003500:Cyclization; D004952:Esters / Q000737:chemistry; D037741:Fullerenes / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008345:Manganese / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*
D000085:Acetates; D004952:Esters; D037741:Fullerenes; D007659:Ketones; D009942:Organometallic Compounds; C015092:cupric acetate; D008345:Manganese; D015761:4-Aminopyridine; C069837:fullerene C60; C003885:4-dimethylaminopyridine