This work was supported by the Deutsche Forschungsgemeinschaft. We are grateful to Prof. Dr. M. Regitz for valuable discussions, and to Dr. P. Binger for supplying the substituted cyclopropenes.
Formation of Diazo Compounds on Decomposition of 2,3-Diazabicyclo[3.1.0]hex-2-enes:[3+2]-Cycloreversions†
Article first published online: 22 DEC 2003
Copyright © 1977 by Verlag Chemie, GmbH, Germany
Angewandte Chemie International Edition in English
Volume 16, Issue 12, pages 867–869, December 1977
How to Cite
Schneider, M. and Csacsko, B. (1977), Formation of Diazo Compounds on Decomposition of 2,3-Diazabicyclo[3.1.0]hex-2-enes:[3+2]-Cycloreversions. Angew. Chem. Int. Ed. Engl., 16: 867–869. doi: 10.1002/anie.197708671
- Issue published online: 22 DEC 2003
- Article first published online: 22 DEC 2003
- Manuscript Received: 5 SEP 1977
The decomposition of bicyclic pyrazolines of type(1) has been elucidated: it proceeds via diazo compounds and carbenes. On direct UV irradiation of (1) in an NMR spectrometer rapid disappearance of the signals of (1) and the formation of (2) are observed. This is the first NMR identification of such an unstable diazo compound.