3-cyclobutyl-3-ferrocenylcyclopropene and 3-cyclobutylidene-3-ferrocenylpropyne Synthesis and chemical properties
作者:E. I. Klimova、M. Martinez Garcia、T. Klimova、L. Ruiz Ramirez、N. N. Meleshonkova
DOI:10.1007/bf02494866
日期:1999.11
3-Cyclobutyl-3-ferrocenylcyclopropene was synthesized by the reactions of mono- or dibromoferrocenylcyclopropanes with (BuOK)-O-t in DMSO. Treatment of dibromoferrocenylcyclopropane with (BuOK)-O-t in THF afforded 3-cyclobutylidene-3-ferrocenylpropyne in 52% yield. Heterolysis of the C-C bond in the three-membered ring of 3-cyclobutyl-3-ferrocenylcyclopropene at low and high temperatures was studied. Hydrolysis yielded 3-cyclobutyl-1H-cyclopentaferrocene and products with linear structures, vb., 3-cyclobutylidene-3-ferrocenylpropene, E- and Z-1-ferrocenyl-1-cyclobutylpropenes, and 1-cyclobutylidene-1 -ferrocenylacetone. Cyclopropene reacts with 1,3-diphenylisobenzofuran to form two Diels-Alder adducts, while the enyne does not react with 1,3-diphenylbenzofuran.