A novel ultrasonic-mediated approach to the synthesis of 1,9-dihydro[C-60-I-h][5,6](1,4-dioxano)fullerene based on the heterogeneous reaction of fullerene with alpha-diols and NaOH has been developed. It allows producing the fullerene derivatives with high yields and selectivity.
We have worked out a selective and efficient mode of the synthesis of substituted and unsubstituted piperazine-containing mono-adducts of the C60 fullerene. It is based on the C60 reaction with piperazine, 2-methylpiperazine, and 2-oxopiperazine under air, room temperature and ultrasonication. The intermediate of the sonochemical reaction is radical anion C60•–, which was detected with EPR (g = 1.9968, ΔH = 5.9 G). This intermediate is generated due to one-electron transfer from piperazine to the C60 molecule.
A selective and efficient method for the synthesis of previously unknown mono-adducts of the C60 fullerene with fused morpholine moieties has been developed based on the reaction of C60 with amino alcohols, including biogenic amines (2-aminoethanol, 2-amino-1-phenylethanol, noradrenaline, and adrenaline), in a mixed solvent (toluene/DMF) at room temperature under air and ultrasonication. The radical anion C60•‒ (g = 2.0004 and ΔH1/2 = 3.4 G) was detected as a key intermediate by the EPR method upon the synthesis of the C60–morpholine adduct. This intermediate results due to the one-electron transfer from 2-aminoethanol onto the C60 core.
1 July 2018 in Russian Journal of Organic Chemistry
A procedure has been developed for the sonochemical synthesis of 5,6-dihydro[C70- D5 h(6)][5,6]- (1,4-dioxano)fullerene on the basis of heterogeneous reaction of a solution of C70 in o-dichlorobenzene...