Crippling the C70 fullerene: non-classical C68Cl26(OH)2 and C68Cl25(OH)3 with three heptagons and only fused pentagons via chlorination-promoted skeletal transformations

Abstract

High-temperature (440 °C) chlorination of C₇₀ with SbCl₅ promotes Stone–Wales transformations and loss of the C₂ fragment, which results in a non-classical C₆₈Cl₂₈ partially hydrolyzed to C₆₈Cl₂₆(OH)₂ and C₆₈Cl₂₅(OH)₃. X-ray diffraction reveals an unprecedented C₆₈ cage with three heptagons and 15 pentagons arranged in fused pairs and triples. The shortest possible transformation pathways include one C₂ loss step and four Stone–Wales transformation steps.