Ring opening of 1-methylcyclopropene and cyclopropene: matrix infrared spectroscopic identification of 2-butene-1,3-diyl and propene-1,3-diyl
Triplet 2-butene-1,3-diyl (T-11) was generated on irradiation of 1-methylcyclopropene (10) in a bromine-doped xenon matrix and was characterized by means of IR spectroscopy for the first time. Experimental results suggest that triplet propene-1,3-diyl (T-3) is formed from cyclopropene (1) under similar conditions. In accordance with theoretical calculations, the experimental data indicate that the reactions 1-->3 and 10-->11 are the lowest energy ground-state pathways for the ring opening of 1 and 10, respectively.
Maier
G
Institut fur Organische Chemie, Justus-Liebig-Universitat Giessen, Germany.
Lautz
C
Senger
S