Nitrogen → Bis(eta-cyclopentadienyl) iron

Participants

Reaction Steps

A scheme for the synthesis of 1,1′-di(chlorocarbonyl) ferrocene is shown in FIG. 7. To the solution of 4.0 g (0.013 mole) 1,1′-di(chlorocarbonyl) ferrocene in dry benzene (95 ml), 1.82 g (0.0154 mole) 1,6-hexanediol and pyridine (1.1 ml) was added. The mixture was stirred at 70–75° C. under an inert atmosphere (N2 gas) for 4 hours. The pyridinium chloride salt, being insoluble in benzene was precipitated from the reaction phase. The mixture was filtered and the solvent was evaporated under reduced pressure. The residue was extracted with CH2Cl2 and washed with water. The organic layer was dried (Na2SO4) and evaporated to give 4.3 g (88%) of ferrocene containing hydroxyl terminated prepolymer, FcOH. 1H NMR of this compound showed an average molecular weight of −3600. 1H NMR δ: 4.83 (s, 4H), 4.40 (s, 4H), 4.24 (t, 4H), 3.68 (t, 0.43H), 1.78 (m, 4H), 1.52 (m, 4H). IR (cm−1, neat): 1722.9 (C═O), 2940.4 (CH aliphatic), 3486.7 (OH). The 1H NMR spectra were obtained with a BRUKER AMX-360 NMR spectrometer (Bruker, Billerica, Mass.) in CDCl3. The IR spectra were recorded on a NICOLET system 550 (Magna series) FTIR spectrometer (Thermo Nicolet, Madison, Wis.). A scheme for the synthesis of the ferrocene-containing hydroxyl terminated (FCOH) prepolymer is shown in FIG. 8.

Provenance & Evidence