135663-40-0Relevant academic research and scientific papers
1,3-Bridged Cyclopropenes
Billups,Lee, Gon-Ann,Arney Jr., Benny E.,Whitmire, Kenton H.
, p. 7980 - 7984 (1991)
Solid fluoride deposited on glass helices has been used to effect the gas-phase elimination of 1-(trimethylsilyl)-7-chlorobicyclo[4.1.0]heptane and 1-(trimethylsilyl)-8-chlorobicyclo[5.1.0]octane to yield bicyclo[4.1.0]hept-1(7)-ene and bicyclo[5.1.0]oct-1(8)-ene, respectively. Bicyclo[4.1.0]hept-1(7)-ene dimerizes below ca. -90 °C via an ene reaction to yield a new cyclopropene, which then couples to form tetramers. The structures of two tricyclohexane tetramers were determined by X-ray crystallography. The ene dimer was found to react with molecular oxygen to yield two carbonyl compounds identified as 2-(1-bicyclo[4.1.0]heptyl)cyclohexene-1-carboxaldehyde and 3-(1-bicyclo[4.1.0]heptyl)cyclohept-2-en-1-one. These compounds are thought to result from the reaction of molecular oxygen with carbenes that would arise from cyclopropene - vinylcarbene rearrangements. Bicyclo[5.1.0]oct-1(8)-ene is considerably more stable than its lower homologue but also dimerizes via an ene reaction 7-Chlorobicyclo[4.1.0]hept-1(7)-ene rearranges below -90 °C to yield 2-chloro-1,3-cycloheptadiene.
1,2-Bridged Cyclopropenes
Wiberg, Kenneth B.,Artis, Dean R.,Bonneville
, p. 7969 - 7979 (2007/10/02)
The dehalogenations of 1,5-dihalobicyc1o[3.1.0]hexanes and 1,6-dihalobicyclo[4.1.0]heptanes have been studied in solution and in the gas phase. The solution reactions led to the formation of bicyclo[3.1.0]hex-1(5)-ene and bicyclo-[4.1.0]hept-1(6)-ene, res
