Dimerization of pentacyclopentacorannulene C30H10 as a strategy to produce C60H20 as a precursor for C60

RSC Adv. 2020 Jan 22;10(7):3689-3693. doi: 10.1039/c9ra09804f.

Abstract

The chemical synthesis of C60 fullerene in the laboratory is still a challenge. In order to achieve this goal, we propose a synthetic route based on the dimerization between two pentacyclopentacorannulene (C30H10) fragments employing the Diels-Alder cycloaddition reaction. Density functional calculations indicate that a step wise non-concerted dimerization mechanism of C30H10 is favored over a one stage dimerization. The step wise dimerization implies the sequential formation of 2, 4, 6, and 10 new C-C bonds between the two fragments. This leads to the formation of the Diels-Alder cycloadduct C60H20. The results then suggest the synthesis of C60H20 as a precursor for C60. The synthesis of the analogue C60F20 has already been reported.