Bader’s bond ellipticity as a reactivity index for stepwise [2+1]-cycloaddition to the C60 fullerene

Author:

Tukhbatullina Alina A.1,Shepelevich Igor S.1,Sabirov Denis Sh.1

Affiliation:

1. Institute of Petrochemistry and Catalysis, UFRC RAS

Abstract

Abstract Selectivity of chemical reactions of fullerenes is a challenge of fullerene science, as there is no universal tool to predict the favorability of the alternative reaction modes within one reactivity index. In the present work, using Bader’s theory Atoms-in-Molecules, we have studied the ellipticities of the C = C bonds in the molecules of fullerene adducts C60Xn (n = 1–3) with symmetric addends X = CH2 and O. We have obtained the correlations between the thermodynamic stability of the fullerene adducts and bond ellipticities in the molecular of their precursors. The found regularity may be further used for predicting the reactivity of fullerene derivatives and estimating of regioselectivity of the cycloaddition reactions.

Publisher

Research Square Platform LLC

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