Azaoctabisvalenes

Authors

  • Dipl.-Chem. Björn Trupp,

    1. Chemisches Laboratorium der Universität, Institut für Organische Chemie und Biochemie, Albertstrasse 21, D-7800 Freiburg (FRG)
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  • Prof. Dr. Hans Fritz,

    1. Chemisches Laboratorium der Universität, Institut für Organische Chemie und Biochemie, Albertstrasse 21, D-7800 Freiburg (FRG)
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  • Prof. Dr. Horst Prinzbach

    Corresponding author
    1. Chemisches Laboratorium der Universität, Institut für Organische Chemie und Biochemie, Albertstrasse 21, D-7800 Freiburg (FRG)
    • Chemisches Laboratorium der Universität, Institut für Organische Chemie und Biochemie Albertstrasse 21, D-7800 Freiburg (FRG)
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  • This work was supported by the Deutsche Forschungsgemeinschaft, the Fonds der Chemisches Industrie, and BASF AG. We would like to thank Dr. D. Hunkler and Dr. J. Wörth for the NMR and MS analyses, respectively.

Abstract

original image

Two new and highly strained azapolycycles, stable to above 100 °C, are accessible by efficient syntheses.Z-Diazaoctabisvalene 1 and (7-substituted) azaoctabisvalene 2 react with nucleophiles such as H2O, and H2S, and RNH2, the C[BOND]N (C[BOND]C) (aza)bicyclobutane bonds being cleaved.

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