Formation of Diazo Compounds on Decomposition of 2,3-Diazabicyclo[3.1.0]hex-2-enes:[3+2]-Cycloreversions

Authors

  • Dr. Manfred Schneider,

    Corresponding author
    1. Institut für Chemie der Universität Hohenheim, Garbenstrasse 30, D-7000 Stuttgart 70 (Germany)
    • Institut für Chemie der Universität Hohenheim, Garbenstrasse 30, D-7000 Stuttgart 70 (Germany)
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  • Bernd Csacsko

    1. Institut für Chemie der Universität Hohenheim, Garbenstrasse 30, D-7000 Stuttgart 70 (Germany)
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  • 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.

Abstract

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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.

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