REACTIONS OF 6,6-DIALKYLFULVENES WITH 6-M ETHYL-2-PYRIDYLMETHYLLITHIUM AND 2-QUINOLYLMETHYLLITHIUM - SYNTHESIS OF NITROGEN-HETEROCYCLIC SUBSTITUTED FERROCENE DERIVATIVES

In mixed tetrahydrogenfuran - ether solvent, exocyclic double bond add ition reactions of 6, 6 - dialkylfulvenes or 6, 6 - polymethylenefulve nes take place with 6 - methyl - 2 pyridylmethyllithium. When 6 - meth yl - 6 -ethylfulvene or 6,6 - pentamethylenefulvene reacts with 2 - qu inolylmethyllithium under similar conditions, addition and alpha - hyd rogen abstract occur competitively. A series of nitrogen - heterocycli c substituted ferrocene derivatives have been synthesized by complexat ion of substituted cyclopentadienyllithium obtained in above reactions with FeCl2. Their structures have been characterized by H-1 NMR, elem ental analysis and mass spectra In their MS breakdown mechanism, coord ination of pyridyl moiety to iron atom is proposed.