Describing the chemical bonding in C-70 and C70O3 - A quantum chemical topology study

作者：Bil Andrzej^*; Latajka Zdzislaw; Hutter Juerg; Morrison Carole A

来源：Chemical Physics, 2014, 433: 22-30.

DOI：10.1016/j.chemphys.2014.02.003

• Fullerene
• Molozonides
• AIM
• ELI-D
• Reaction mechanism

C-c-C-c and C-a-C-b bonds in C-70 have dominant characteristics of double bonds, whereas the remaining six other types of bonds are single bonds with contributions from pi-electron density. 'Single' bonds can act as active sites in chemical reactions which would typically require a multiple bond, such as addition of an ozone molecule, due to the fact that all adjacent bonds can serve as an efficient source of pi-electron density. Thus any alteration in the electron density distribution following functionalization has far-reaching impact. We note that formation of the most stable ozonide isomer causes the smallest total perturbation in the electron density of the parent fullerene and C-C bond evolution correlates well with the shape of the minimum energy path for the ozone ring opening reaction on the fullerene surface. Finally, we observe that the O-O bond in C70O3 is protocovalent, and as such resembles the O-O bond in H2O2.

• 出版日期2014-3-3