Step-Wise Computational Synthesis of Fullerene C60 derivatives. 1.Fluorinated Fullerenes C60F2k

The reactions of fullerene C60 with atomic fluorine have been studied by unrestricted broken spin-symmetry Hartree-Fock (UBS HF) approach implemented in semiempirical codes based on AM1 technique. The calculations were focused on a sequential addition of fluorine atom to the fullerene cage following indication of the cage atom highest chemical susceptibility that is calculated at each step. The effectively-non-paired-electron concept of the fullerene atoms chemical susceptibility lays the foundation of the suggested computational synthesis. The obtained results are analyzed from energetic, symmetry, and the composition abundance viewpoints. A good fitting of the data to experimental findings proves a creative role of the suggested synthesis methodology.Comment: 33 pages, 11 figures, 2 tables, 2 chart

Formation of C76F38, C78F38, C82F44, C84F40, and C84F44

The main products from fluorination of [76-84]fullerenes with inorganic fluorides at ca. 500 degrees C are C76F38, C78F38, C82F44, C84F40 (two isomers), and C84F44 which have been separated by HPLC; the formation of C84F40 and the known high stability of C84H40 indicate a common underlying cause

The reaction of C60F20 with anthracene: formation of an oxidised-anthracene 1 : 1 complex

The reaction of C60F20 ("Saturnene") with anthracene yields a white 1 : 1 cycloadduct (1) in which two oxygen atoms have inserted into the anthracene framework due to fullerene-catalysed oxidation; the F-19 NMR spectrum of the product shows evidence of through-cage homoconjugation