Abstract
Photolysis of 3-ferrocenyl-3-methyl- and 3-ferrocenyl-3-isopropylcyclopropenes was studied. Sensitized irradiation (triplet excitation) afforded [2+2]-cycloaddition products, viz., tricyclohexane derivatives. Direct irradiation (singlet excitation) of methyl-substituted ferrocenylcyclopropene gave rise to 2-ferrocenylbut-1-en-3-yne and trans-2-ferrocenylbut-2-ene. The isopropyl analog was converted into 1-ferrocenyl-4,4-dimethylcyclobutene. The reaction of this cyclopropene with 2-ferrocenyl-3-methylbut-1-ene afforded 1,3-diferrocenyl-3-isopropyl-6,6-dimethylcyclohexene. The latter compound and 3,6-diferrocenyl-3,6-diisopropyltricyclo[3.1.0.02,4]hexane were studied by X-ray diffraction analysis. Possible reaction pathways are discussed.
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