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Globe‐trotting Hydrogens on the Surface of the Fullerene Compound C 60 H 6 (N(CH 2 CH 2 ) 2 O) 6
Author(s) -
Hirsch Andreas,
Li Qiaoying,
Wudl Fred
Publication year - 1991
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199113091
Subject(s) - morpholine , adduct , cyclic voltammetry , thermogravimetry , chemistry , fullerene , medicinal chemistry , organic chemistry , inorganic chemistry , electrochemistry , electrode
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.