78986-50-2Relevant academic research and scientific papers
On the Thermal Isomerization of Tricyclo2,7>hept-1(7)-ene: Formation and Trapping Reactions of 1,2,3-Cycloheptatriene
Zoch, Hans-Georg,Szeimies, Guenter,Roemer, Roland,Germain, Gabriel,Declercq, Jean-Paul
, p. 2285 - 2310 (2007/10/02)
The reaction of (7-bromotricyclo2,7>hept-1-yl)trimethylsilane (1d) with potassium fluoride or cesium fluoride in dimethyl sulfoxide led to the formation of tricyclo2,7>hept-1(7)-ene (2) which, above 80 deg C, rearranged almost completely to 1,2,3-cycloheptatriene (6). 6, as a short-lived reactive intermediate, afforded cycloaddition products with numerous 1,3-dienes and with some 1,3-dipoles.The primary adduct of 6 with N,α-diphenylnitrone isomerized at room temperature to the brigdehead olefin 41, the structure of which has been established by an x-ray analysis.When 6 was generated via 2 from 1-chlorotricyclo2,7>heptane (1f) and potassium tert-butoxide in tetrahydrofuran above 30 deg C, the cyclocumulene 6 even in the presence of anthracene yielded the vinyl ether 8.
