Synthesis,structures, and selected chemical properties of 2-chloro- and 2-bromo-1,1-diferrocenylcyclopropanes |
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| Authors: | Klimova E. I. Klimova T. Martinez Garcia M. Martinez Mendoza J. M. Hernandez Ortega S. Ruiz Ramirez L. |
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| Affiliation: | (1) Department of Chemistry, National Autonomous University of Mexico, C. P. 04510, Mexico D.F., Mexico;(2) Institute of Chemistry, National Autonomous University of Mexico, C. P. 04510, Mexico D.F., Mexico |
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| Abstract: | 2-Chloro- and 2-bromo-1,1-diferrocenylcyclopropanes were synthesized as Z- and E-isomers with respect to the ferrocenyl substituent having a bisector orientation. The structure of Z-2-chloro-1,1-diferrocenylcyclopropane was confirmed by X-ray diffraction analysis. Treatment of the resulting monohalides with potassium tert-butoxide in dimethyl sulfoxide afforded 3,3-diferrocenylcyclopropene in 20% yield. The small ring in halogen-substituted diferrocenylcyclopropanes and diferrocenylcyclopropene is readily cleaved to give predominantly 3-ferrocenyl-1H-cyclopentaferrocene. |
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| Keywords: | 3,3-diferrocenylcyclopropene 1,1-diferrocenyl-2-halocyclopropanes X-ray diffraction analysis dehydrohalogenation opening of the three-carbon ring |
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