Synthesis and some chemical transformations of 3-ferrocenyl-3-phenylcyclopropene |
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| Authors: | E I Klimova C Alvarez Toledano M Martinez Garcia L Gomez Lara N N Meleskonkova I G Bolesov |
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| Institution: | 1. Chemistry Department, M. V. Lomonosov Moscow State University, Vorobjovy Gory, 119899, Moscow, Russian Federation
2. Department of Inorganic Chemistry, Institute of Chemistry Universidad Nacional Autonoma de Mexico (UNAM), Russian
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| 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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