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[reaction: see text] Vicinal fullerendiol is oxidized to fullerendione in good yield by (diacetoxy)iodobenzene. The resulting cage-opened fullerendione reacts with oxygen nucleophiles in the presence of BF(3).Et(2)O to form fullerene hemiketal/ketal derivatives through coupling of the two carbonyl groups. Fullerene-mixed peroxide derivatives are involved in all these reactions. The compounds are characterized by spectroscopic data and single-crystal X-ray analysis.
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Huang et al. (2005) studied this question.
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