title: Density functional theory study on the effect of substitution and ring annelation to the rim of corannulene.
abstract: B3LYP/6-311G calculations indicate that annelation of a five-membered ring to the rim of corannulene and substitution to all the rim carbons lowers the barrier for bowl-to-bowl inversion. Singlet-triplet energy differences, frontier orbital analysis, and nucleus-independent chemical shift (NICS) values indicate significant enhancement of the reactivity when the substitutions involve exocyclic double bonds. Bowl-to-bowl inversion barrier, curvature, and reactivity for unsaturated and saturated five-membered ring-annelated corannulenes are analogous to decamethyl- and decamethylene-substituted corannulenes.
authors.affiliation: Molecular Modeling Group, Organic Chemical Sciences, Indian Institute of Chemical Technology, Hyderabad - 500 007, India.
authors.forename: T C
authors.initials: TC
authors.lastname: Dinadayalane
authors.forename: S
authors.initials: S
authors.lastname: Deepa
authors.forename: A Srinivas
authors.initials: AS
authors.lastname: Reddy
authors.forename: G Narahari
authors.initials: GN
authors.lastname: Sastry