AT4 Exploratory semi-empirical SCF calculations are done on mono, di, tri,
tetra, and pentabenzocorannulenes to assess the effect of sequential benzan
nulation to the corannulene moiety. Computed results predict a gradual redu
ction in the bowl-to-bowl inversion barrier in each step of the successive
benzannulations and eventually for pentabenzocorannulene the barrier is onl
y 1.4 kcal mol(-1) at the MNDO level. This is also followed by gradual flat
tening of the central corannulene skeleton and the strain energy in benzann
ulated corannulenes is found to be more due to the steric repulsions betwee
n the peri-hydrogens due to the tessellation of six-membered rings. Molecul
ar mechanics calculations are performed to evaluate the strain energy of th
e various benzocorannulenes. The strain energy build-up in a sequential bri
dging starting from pentabenzocorannulene en route to C40H10 are done. AM1
consistently overestimates the inversion barrier and based on the previous
related calculations MNDO is adjudged to be the better choice to employ on
this class of compounds. The sequential strain energy build-up is also eval
uated starting from the pentabenzocorannulene, C40H20, to a very deep bowl,
C40H10, which is the main structural motif of C-60 (C) 2001 Elsevier Scien
ce B.V. All rights reserved.