36120-91-9Relevant academic research and scientific papers
Propellane. Reaction of 1,4-Diiodobicyclohexane with tert-Butyllithium and with Potassium Atoms
Wiberg, Kenneth B.,Walker, Frederick H.,Pratt, William E.,Michl, Josef
, p. 3638 - 3641 (2007/10/02)
The synthesis of 1,4-diiodobicyclohexane (5) is described.The reaction of 5 with tert-butyllithium in hexane gave the same type of products as previously observed in the reaction of 1,4-diiodonorbornane (2) with tert-butyllithium.Evidence has been presented indicating the latter reaction to proceed via propellane as an intermediate, and it appears likely that the propellane was involved in the former reaction.The reaction of 5 with potassium atoms in the gas phase led to the formation of an unstable compound which has been isolated in a nitrogen matrix and tentatively identified as the propellane on the basis of its infrared spectrum.
