Chlorination-Promoted Skeletal Transformations in Isolated-Pentagon Rule (IPR) Isomers of Fullerene C86 to Non-IPR Chloro- and Trifluoromethyl Derivatives.
Inorg Chem
; 63(1): 548-553, 2024 Jan 08.
Article
em En
| MEDLINE
| ID: mdl-38103016
ABSTRACT
Fullerene C86 contains two isomers obeying the Isolated-Pentagon Rule (IPR), CS-C86(16) and C2-C86(17). Both isomers undergo unprecedented skeletal transformations at high-temperature (400 °C) chlorination with SbCl5. One-step Stone-Wales rearrangement (SWR) in C86(17) results in the pentagon-fused #63614C86 cage found in the structure of #63614C86Cl24. CF3 derivatives with the same cage, two isomers of #63614C86(CF3)18 and #63614C86(CF3)18O2, were obtained by high-temperature trifluoromethylation of the chlorination products with CF3I, followed by HPLC separation. The skeletal transformation of C86(16) proceeds via two SWRs under the formation of a #63624C86 cage with one fused-pentagon pair found in the structure of #63624C86(CF3)18. The addition patterns in skeletally transformed molecules are discussed in detail, disclosing the influence of the pentagon fusions, isolated C=C bonds, and benzenoid rings on the stability of the molecules with non-IPR C86 cages. The chlorination-promoted SWRs in C86 isomers have been observed for the first time, which contribute a lot to the understanding of skeletal transformations in fullerenes.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Revista:
Inorg Chem
Ano de publicação:
2024
Tipo de documento:
Article
País de afiliação:
Federação Russa