SYNTHESIS AND SOME CHEMICAL-TRANSFORMATIONS OF 3-FERROCENYL-3-PHENYLCYCLOPROPENE

Crystalline 3-ferrocenyl-3-phenylcyclopropene was obtained by dehydrob romination of 2-bromo-1-ferrocenyl-1-phenylcyclopropane with potassium tert-butoxide in dimethyl sulfoxide. The compound synthesized undergo es catalytic hydrogenation to 1-ferrocenyl-1-phenylcyclopropane, react s with 1,3-diphenylisobenzofuran to give the expected product of stere ospecific [4+2]-cycloaddition and 3-ferrocenylindene, and also undegoe s opening of the small ring on treatment with superacids to give 3-fer rocenylindene as the major product. The data of single crystal X-ray d iffraction analysis of 1-ferrocenyl-1-phenyIcyclopropane and the diene adduct of 3-ferrocenyl-3-phenylcyclopropene with 1,3-diphenylisobenzo furan are given.