title: On stability, chirality measures, and theoretical VCD spectra of the chiral C58X2 fullerenes (X = N, B).
abstract: The stability of all 23 C(58)N(2) and C(58)B(2) heterofullerenes in the singlet and triplet states was determined at the B3LYP/6-31G** level. In equilibrium mixture the achiral (1,4) C(58)N(2) isomer would be populated in ca. 95.8%, the chiral (1,16) one in ca. 3.3%, and the achiral (1,4) C(58)B(2) in 100%, whereas all triplet state isomers are less stable. Fourteen out of 23 C(58)X(2) are chiral. Four different chirality measures were calculated by our own CHIMEA program: pure geometrical, labeled, mass, and charge. Intercorrelations between the measures for all chiral compounds indicate that the pure geometrical chirality measure is unstable and should not be used in QSAR predictions of the other molecular properties, while the labeled and mass-weighted ones are promising QSAR descriptors. For each chiral C(58)N(2) molecule, some very strong VCD bands, of intensity comparable with that in the IR spectra, can serve in identification and characterization of the isomers.
authors.affiliation: Industrial Chemistry Research Institute, 8 Rydygiera Street, 01-793 Warsaw, Poland.
authors.forename: Sławomir
authors.initials: S
authors.lastname: Ostrowski
authors.forename: Michał H
authors.initials: MH
authors.lastname: Jamróz
authors.forename: Joanna E
authors.initials: JE
authors.lastname: Rode
authors.forename: Jan Cz
authors.initials: JC
authors.lastname: Dobrowolski
mesh_terms: D002942:Circular Dichroism; D037741:Fullerenes / Q000737:chemistry*; D008958:Models, Molecular; D021281:Quantitative Structure-Activity Relationship; D011789:Quantum Theory; D013237:Stereoisomerism; D013816:Thermodynamics
chemical_list: D037741:Fullerenes