Iron-mediated conversions of eucarvone-derived cationic dienyl complexes

Article abstract of DOI:10.1002/cber.19961290718

Cationic cycloheptadienyl iron complexes with new substitution patterns are generated by starting from the eucarvone complex 5 and the analogous triphenyl phosphite complex 6. These complexes are converted with different nudeophiles. Regioselectivity of the nucleophilic attack depends on the substitution pattern of the seven-membered ring. A new type of cationic system 7b, bearing an alkoxy substituent at C-1, was treated with nucleophiles leading to the ipso adducts of type 10. Unexpected attack at the central C-3 of the dienyl moiety is observed during the conversion of cationic complexes of type 9 with nucleophiles. The diene iron complexes, obtained in these reactions, can be converted to substituted cycloheptadienes by oxidative decomplexation, as shown by a selected example. VCH Verlagsgesellschaft mbH, 1996.