Behavior of Z- and E-s-cis-ferrocenyl-1,3-dienes in cycloaddition and dimerization reactionsстатья
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Дата последнего поиска статьи во внешних источниках: 18 июля 2013 г.
Аннотация:Z-3-Ferrocenylmethylene-2-methylenecamphane and E-2-ferrocenylmethylene- 3-methylenequinuclidine were synthesized by isomerization of the corresponding isomeric E- and Z-1,3-dienes in an acidic medium. The dienes obtained form [4+2]-cycloaddition endo-adducts with N-phenylmaleimide, do not form cyclodimers upon thermal or acid-catalyzed [4+2]-cyclodimerization, and add Z-3-ferrocenylmethylene-1,2,7,7-tetramethylbicyclo[2.2.1]hept-2-ylium and E-2-ferrocenylmethylene-3-methyl-1-azoniabicyclo[2.2.1]oct-3-ylium salts, respectively, at the terminal methylene group to give linear addition products. The latter undergo fragmentation on treatment with HBF4 to form the corresponding carbocation tetrafluroborates.