6533b828fe1ef96bd128824a

RESEARCH PRODUCT

Synthesis of a Tetraazido-Substituted 2-Tetrazene from 1,5-Cyclooctadiene and Iodine Azide

Dieter SchollmeyerBernd RoseHerbert Meier

subject

15-CyclooctadieneOrganic Chemistrychemistry.chemical_elementHydrochloric acidGeneral ChemistryIodineMedicinal chemistrychemistry.chemical_compoundchemistryCycloocteneTetrazeneOrganic chemistryAzidePhysical and Theoretical ChemistryNonane

description

In contrast to the addition of iodine azide to cyclooctene (1) or 1,3-cyclooctadiene (5), its reaction with 1,5-cyclooctadiene (12) leads mainly to the surprisingly stable tetraazido-substituted 2-tetrazene 14 The structure of this was established by 15N-NMR studies and an X-ray structural analysis. Treatment of 14 with hydrochloric acid yields the diazido-substituted 9-azabicyclo[3.3.1]nonane 20.

https://doi.org/10.1002/jlac.199719970219