1,2-DISUBSTITUIERTE FERROCENE VIA 2-FERROCENYL-2-OXAZOLINE

Article abstract of DOI:10.1016/S0022-328X(00)85702-2

2-Ferrocenyl-2-oxazolines, available from the reaction of chlorocarbonylferrocene with aziridines and subsequent acid-catalyzed isomerisation, are metallated (lithiated) regiospecifically in the 2-position of the ferrocenyl moiety.Further reaction of the metallated compounds with electrophiles gives 1,2-disubstituted ferrocenes solely.In contrast to the analogous 2-phenyl-2-oxazolines, 2-ferrocenyl-2-oxazolines exhibit high stability under acid-catalyzed solvolytic attack conditions.The reason for this unexpected behaviour is discussed.