105955-56-4Relevant academic research and scientific papers
THE THERMAL DEAZETATIONS OF FLUORINATED 2,3-DIAZABICYCLOHEPT-2-ENES
Dolbier, William R.,Al-Pekri, Dheya M.
, p. 39 - 44 (2007/10/02)
Thermal deazetation of difluoro- and tetrafluoro-2,3-diazabicyclohept-2-enes proceed via two parallel mechanistic pathways, one involving formation of a diradical via simple N2 loss, and the other proceeding via a retro-dipolar cycloaddition process.A key finding was the absence of isolation of a bicyclopentane product in the difluoro case.
Heats of Hydrogenation, III. Influence of Fluoro Substituents on the Thermal Rearrangement of Cyclopropane Systems
Roth, Wolfgang R.,Kirmse, Wolfgang,Hoffmann, Wilfried,Lennartz, Hans-Werner
, p. 2508 - 2515 (2007/10/02)
The influence of the fluoro substituents on the isomerisation of 1,1-difluoro-2-vinylcyclopropane (1) and of cis-1,1-difluoro-2-methyl-3-vinylcyclopropane (11) is demonstrated by kinetic methods and by heat of hydrogenation measurements to be a ground state effect (destabilisation of the cyclopropane by 12 - 14 kcal/mol).The transition states of the vinylcyclopropane rearrangement of 1 and of the 1,5-homodienyl hydrogen shift of 11 are more or less effected, depending on their cyclopropane character.
