This research was supported by the Deutsche Forschungsgemeinschaft, the Fonds der Chemisches Industrie, and BASF AG. We thank Dr. H.-D. Beckhaus (Freiburg) for help with the calculations, Doz. Dr. E. Campbell (Max-Born-Institut für Nichtlineare Optik and Kurzzeitspektroskopie (MBI), Berlin-Adlershof (FRG)) for the laser desorption time of flight (TOF) mass spectra, and Dr. W. Vetter (Ciba-Geigy, Basel) for the FAB/FD MS analyses (FAB = fast atom bombardment, FD = field desorption, MS = mass spectrometry).
The Pagodane Route to Dodecahedranes: An Improved Approach to the C20H20 Parent Framework; Partial and Total Functionalizations—Does C20-Fullerene Exist?†
Article first published online: 22 DEC 2003
Copyright © 1993 by VCH Verlagsgesellschaft mbH, Germany
Angewandte Chemie International Edition in English
Volume 32, Issue 12, pages 1722–1726, December 1993
How to Cite
Wahl, F., Wörth, J. and Prinzbach, H. (1993), The Pagodane Route to Dodecahedranes: An Improved Approach to the C20H20 Parent Framework; Partial and Total Functionalizations—Does C20-Fullerene Exist?. Angew. Chem. Int. Ed. Engl., 32: 1722–1726. doi: 10.1002/anie.199317221
- Issue published online: 22 DEC 2003
- Article first published online: 22 DEC 2003
- Manuscript Received: 15 JUL 1993
Are selective multisubstitutions on the surface of dodecahedrane possible? Can all twenty hydrogen atoms be replaced? When relatively bulky Br substituents are introduced under “mild” conditions vicinal substitution is avoided, but chlorination and bromination under “extreme” conditions gives C20Cl16 and C20Br20 (1) as the respective final products. A fragment ion generated in the mass spectrometer with m/z 240 is presumed to belong to C20-fullerene (2).