Abstract
Crystalline 3-ferrocenyl-3-phenylcyclopropene was obtained by dehydrobromination of 2-bromo-l-ferrocenyl-l-phenylcyclopropane with potassiumtert-butoxide in dimethyl sulfoxide. The compound synthesized undergoes catalytic hydrogenation to l-ferrocenyl-I-phenylcyclopropane, reacts with 1,3-diphenylisobenzofuran to give the expected product of stereospecific [4+2[-cycloaddition and 3-ferrocenylindene, and also undegoes opening of the small ring on treatment with superacids to give 3-ferrocenylindene as the major product. The data of single crystal X-ray diffraction analysis of 1-ferrocenyl-l-phenylcyclopropane and the diene adduct of 3-ferrocenyl-3-phenylcyclopropene with 1,3-diphenylisobenzofuran are given.
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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 652–658, March, 1996.
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Klimova, E.I., Alvarez Toledano, C., Martinez Garcia, M. et al. Synthesis and some chemical transformations of 3-ferrocenyl-3-phenylcyclopropene. Russ Chem Bull 45, 613–619 (1996). https://doi.org/10.1007/BF01435791
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DOI: https://doi.org/10.1007/BF01435791