This work was supported by the Deutsche Forschungsgemeinschaft (post-doctoral fellowship for A. H.) as well as NSF Grants DMR-88-20933 and CHE89-08323 to F. W.
Article first published online: 22 DEC 2003
Copyright © 1991 by VCH Verlagsgesellschaft mbH, Germany
Angewandte Chemie International Edition in English
Volume 30, Issue 10, pages 1309–1310, October 1991
How to Cite
Hirsch, A., Li, Q. and Wudl, F. (1991), Globe-trotting Hydrogens on the Surface of the Fullerene Compound C60H6(N(CH2CH2)2O)6. Angew. Chem. Int. Ed. Engl., 30: 1309–1310. doi: 10.1002/anie.199113091
Dedicated to Professor Michael Hanack on the occasion of his 60th birthday
- Issue published online: 22 DEC 2003
- Article first published online: 22 DEC 2003
- Manuscript Received: 26 JUL 1991
The [1,5] sigmatropic migration of hydrogen in the adduct between buckminsterfullerene C60 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 C60H6 (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 C60 framework are involved.