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1-Azido-1-Alkynes: Synthesis and Spectroscopic Characterization of Azidoacetylene

Banert, Klaus ; Arnold, René ; Hagedorn, Manfred ; Thoss, Philipp ; Auer, Alexander A.

Angewandte Chemie, 2012-07, Vol.124 (30), p.7633-7636 [Periódico revisado por pares]

Weinheim: WILEY-VCH Verlag

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  • Título:
    1-Azido-1-Alkynes: Synthesis and Spectroscopic Characterization of Azidoacetylene
  • Autor: Banert, Klaus ; Arnold, René ; Hagedorn, Manfred ; Thoss, Philipp ; Auer, Alexander A.
  • Assuntos: Carbene ; Ethinylazid ; NMR-Spektroskopie ; Quantenchemie ; Reaktionsmechanismen
  • É parte de: Angewandte Chemie, 2012-07, Vol.124 (30), p.7633-7636
  • Notas: Deutsche Forschungsgemeinschaft - No. BA 903/12-1
    We gratefully acknowledge financial support from the Deutsche Forschungsgemeinschaft (BA 903/12-1). We thank Dr. O. Jaurich (Mettler Toledo) and Dr. S. Hemeltjen (TU Chemnitz) for their help in the measurement of low-temperature IR spectra, as well as A. Käßner and Dr. A. Ihle for the realization of some experiments and assistance with preparing the manuscript. Dedicated to Professor K. Barry Sharpless, who inspired us to bring alkynes and azides together. Reactions of Unsaturated Azides, Part 30; for Part 29, see: K. Banert, C. Berndt, M. Hagedorn, H. Liu. T. Anacker, J. Friedrich, G. Rauhut, Angew. Chem. 2012, 124, 4796-4800; Angew. Chem. Int. Ed. 2012, 51, 4718-4721.
    ark:/67375/WNG-SSSFWCLS-C
    istex:43CCB86821DE6878C7D22A581D9F0DB02E25587A
    ArticleID:ANGE201203626
    Angew. Chem.
    124
    4796–4800
    Angew. Chem. Int. Ed.
    2012
    4718–4721.
    ,
    51
    We gratefully acknowledge financial support from the Deutsche Forschungsgemeinschaft (BA 903/12‐1). We thank Dr. O. Jaurich (Mettler Toledo) and Dr. S. Hemeltjen (TU Chemnitz) for their help in the measurement of low‐temperature IR spectra, as well as A. Käßner and Dr. A. Ihle for the realization of some experiments and assistance with preparing the manuscript. Dedicated to Professor K. Barry Sharpless, who inspired us to bring alkynes and azides together. Reactions of Unsaturated Azides, Part 30; for Part 29, see: K. Banert, C. Berndt, M. Hagedorn, H. Liu. T. Anacker, J. Friedrich, G. Rauhut
  • Descrição: Dornröschen erwacht: Nach 102 Jahren vergeblicher Syntheseversuche werden nun spektroskopische Beweise für die Bildung von Azidoacetylen präsentiert. Die hoch explosive Verbindung wurde durch Behandlung von Ethinyliodoniumsalzen mit dem Azid n‐C16H33Bu3PN3 (QN3) erhalten. Azidoacetylen konnte durch eine Cycloaddition als stabiles Triazol abgefangen werden, ansonsten zerfiel es vorrangig unter Bildung von Cyanocarben.
  • Editor: Weinheim: WILEY-VCH Verlag
  • Idioma: Inglês

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