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

Bil, Andrzej; Latajka, Zdzislaw; Hutter, Juerg; Morrison, Carole A (2014). Describing the chemical bonding in C-70 and C70O3 - A quantum chemical topology study. Chemical Physics, 433:22-30.

## Abstract

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. (C) 2014 Elsevier B.V. All rights reserved.

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. (C) 2014 Elsevier B.V. All rights reserved.

## Citations

2 citations in Web of Science®
2 citations in Scopus®

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Item Type: Journal Article, refereed, original work 07 Faculty of Science > Department of Chemistry 540 Chemistry 2014 21 Oct 2014 12:25 05 Apr 2016 18:23 Elsevier 0301-0104 https://doi.org/10.1016/j.chemphys.2014.02.003
Permanent URL: https://doi.org/10.5167/uzh-99015

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