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Complexation of a pyridyldiimine with iron(II) chloride

SyntheticPage 437

Submitted: July 6, 2010, published: July 9, 2010

Authors

A contribution from 

Reaction Scheme

Chemicals

2,6-bis[1-(2-isopropylphenylimino)ethyl]pyridine page 436
Fe4Cl8.THF6 (doi:10.1016/S0020-1693(00)85366-9)
dichloromethane (Dried by heating to reflux for 72 h over CaH2 then distilling)
diethyl ether (Dried by heating to reflux for 72 h over Na/K alloy then distilling, although other drying agents probably also adequate)

Procedure

2,6-bis[1-(2-isopropylphenylimino)ethyl]pyridine page 436 (0.50 g, 1.04 mmol) and Fe4Cl8.THF6 (0.24 g, 0.52 mmol, 0.5 eq.) were charged into a Schlenk vessel under argon. DCM (30 ml) was added and the reaction mixture was stirred at room temperature for 3 h, after which time the solution had become dark blue. The solution was filtered via cannula into a clean Schlenk vessel, and concentrated to ca 20 ml. Diethyl ether (60 ml) was added, and a blue precipitate formed. This was collected by filtration, washed with diethyl ether (20 ml) and dried in vacuo. (0.51 g, 82 %).

Author Comments

This (and related) complexes are used as olefin polymerization catlaysts (see references).

Data

This complex is paramagnetic; however, a broad 1H NMR shows several assignable peaks. See lead reference for details.

Lead Reference

G. J. P. Britovsek, V. C. Gibson, S. K. Spitzmesser, K. P. Tellmann, A. J. P. White and D. J. Williams, Dalton Trans., 2002, 1159 doi: doi: 10.1039/b106614p

Other References

G. J. P. Britovsek, V. C. Gibson, B. S. Kimberley, P. J. Maddox, S. J. McTavish, G. A. Solan, A. J. P. White and D. J. Williams, Chem. Commun., 1998, 849-850 doi:10.1039/a801933i
B. L. Small, M. Brookhart and A. M. A. Bennett, J. Am. Chem. Soc., 1998, 120, 4049-4050 doi:10.1021/ja9802100

Keywords

amines, heterocyclic compounds, Iron, organometallics, pyridyldiimine, substitution, transition metal catalysed