Retrosynthetic analysis of fullerene C(60): structure, stereochemistry, and calculated stability of C(30) fragments

J Org Chem. 2002 Jan 25;67(2):605-7. doi: 10.1021/jo016197a.

Abstract

The total number of possible retrosynthetic bisections of C(60) leads to nine different isometric C(30) fragments. These molecules include five chiral units, four of which derive from partitions corresponding to four distinct "Coupes du Roi". The energies, curvatures, and homodesmotic stabilization energies of the C(30) fragments are evaluated at the ab initio 6-31G level.