The [1,5] sigmatropic migration of hydrogen in the adduct between buckminsterfullerene C 60 and morpholine (Hmorph) is fast at −25°C already. Elemental analysis, thermogravimetry, IR and NMR spectroscopy, and cyclic voltammetry all support the formulation of the adduct as C 60 H 6 (morph) 6 . The amine is covalently added to six pyracylene units. The small activation barrier to the migration is astounding, especially as large changes in the C 60 framework are involved.
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Hirsch et al. (1991) studied this question.
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