Aromaticity of C20H10-xFx Nano Bowl Fullerene

The smaller bowl fullerene (C20H10) and their fluorinated derivatives, C20H10-xFx (x=1-10), have been investigated at the B3LYP/6-31G density functional level of theory. The degree of spherical electron delocalization is evaluated by using the computed nucleus independent chemical shift (NICS) and electric field gradient (EFG) methods at the center of structure and individual ring center of interest. The evaluated aromaticity of these compounds by NICS procedure are compared with EFG method, and so with benzene as an aromatic structure. The results are reported that the Fluorine substituted of C20H10-xFx with (x = 4, 5) atoms are more aromatic than others.

Keywords:

Aromaticity , C20 Bowl Fullerene , Fluorine substitution , NICS , EFG