4.8 Article

BN-Phenanthryne: Cyclotetramerization of an 1,2-Azaborine Derivative

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 35, Pages 9380-9383

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201403213

Keywords

arynes; azaborines; azides; reactive intermediates; thermolysis

Funding

  1. DFG
  2. Fonds der Chemischen Industrie

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Thermolysis of 9-azido-9-borafluorene in heptane solution produces the tetramer of a BN-phenanthryne. The isolation of the self-trapping product provides evidence for the involvement of the BN-aryne in the thermolysis reaction. Its formation may be rationalized by denitrogenation of the azide and ring enlargement.

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