DIBAL-H-mediated demethylation provides a novel method to access secondary-rim functionalized γ-cyclodextrin. 2 ,3 -Dihydroxyl-per-O-methylated-γ-cyclodextrin has been obtained, whose conjugation with C allows access to the most water-soluble C conjugate described so far. The water solubility of 0.12 m (550 mg mL ) is 150 times higher than that of the native γ-CD/C complex. Its singlet oxygen ( O ) quantum yield is 0.39, an increase of one to two orders of magnitude compared to that of α(β)CD-C conjugates.
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