G. Maier et S. Senger, 2-VINYLMETHYLENECYCLOPROPANE 3-METHYLENE REARRANGEMENT - MATRIX-INFRARED SPECTROSCOPIC IDENTIFICATION OF 4-METHYLENE-2-PENTENE-1,5-DIYL(1,2'-BISALLYL DIRADICAL)/, Journal of the American Chemical Society, 119(25), 1997, pp. 5857-5861
triplet-4-Methylene-2-pentene-1,5-diyl (T-4t) has been generated upon
irradiation of 2-vinylmethylenecyclopropane (6) in a bromine-doped xen
on matrix and characterized by means of IR spectroscopy for the first
time. Conclusions for the thermal isomerization of 6 to 3-methylenecyc
lopentene (7) are discussed. All experimental results indicate that th
is isomerization probably proceeds via the diradical S-4 as an interme
diate.