Abstract
Tacticity is defined in relation to ring opening metathesis polymerization and some predictions about tacticity are made on the basis of a mechamsm in which the propagating metal-carbene complex has a chiral metal centre. Results are presented for the polymers of some symmetricaliy substituted norbornenes, some unsymmetricaliy substituted norbornenes, some symmetrically substituted norbornadienes and a symmetricaliy substituted 7-oxanorbomene. In general the predictions are borne out provided that in most cases one allows for the possibility of partial or complete epimerization of the metal centre, or relaxation to an achiral centre, between propagation steps. A complete range of tacticity can be observed: all-cis syndiotactie, all-trans isotactic, and atactic, depending on the monomer/catalyst system. Two exceptional cases are discussed in terms of a modified metal-carbene mechanism.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
Similar content being viewed by others
References
W.L.Truett, D.R.Johnson, I.M Robinson, B.A.Montague, J.Am.Chem.Soc., 82.2337 (1960)
K.J.Ivin, “Olefin Metathesis”, Academic Press, London (1983), p.216.
L.J.Guggenberger, R.R Schrock, J.Am.Chem.Soc., 97, 6578 (1975).
R.R.Schrock, L.W.Messerle, C.D.Wood, L.J.Guggenberger, J.Am.Chem.Soc., 100, 3973 (1978).
J.Kress, J.A.Osborn, J.Am.Chem.Soc., 109, 3953 (1987).
J.March, “Advanced Organic Chemistry”. 2nd Ed., McGrav-Hill. Nev York (1977) p.690.
L.R.Gilliom, R.H.Grubbs, J.Am.Chem.Soc., 108, 733 (1986).
J.G.Hamilton, K.J.Ivin, J.J.Rooney, J.Mol.Catal., 28. 255 (1985).
M.T.Youinou, J.Kress, J.Fischer, A.Aguero, J.A.Osborn, J.Am.Chem.Soc., 110, 1488 (1988).
R.Taube, K.Seyferth, J.Organomet.Chem., 249, 365 (1983).
J.G.Hamilton, K.J.Ivin, J.J.Rooney, Brit.Polymer J., 16, 21 (1984).
K.J.Ivin, D.T.Laverty, J.J.Rooney, Makromol.Chem., 178, 1545 (1977).
L.R.Gilliom, R.H.Grubbs, J.Mol.Catal., 46, 255 (1988).
K.J.Ivin, J.Kress, J.A.Osborn, Makromol.Chem., in press
R.M.E.Greene, K.J.Ivin, J.Kress, J.A.Osborn, J.J.Rooney, Brit.Polymer J., 21, 237 (1989).
R.M.E.Greene, K.J.Ivin, G.M.McCann, J.J.Rooney, Makromol.Chem., 188, 1933 (1987).
K.J.Ivin, G.Lapienis, J.J.Rooney, J.Chem.Soc.,Chem.Commun., 1068 (1979).
K.J.Ivin, G.Lapienis, J.J.Rooney, Polymer., 21, 436 (1980).
K.J.Ivin, L.M.Lam, J.J.Rooney, Makromol.Chem., 182, 1847 (1981).
H.T.Ho, K.J.Ivin, J.J.Rooney, Makromol.Chem., 183, 1629 (1982).
H.T.Ho, K.J.Ivin, J.J.Rooney, J.Mol.Catal., 15, 245 (1982).
J.G.Hamilton, K.J. Ivin, J.J.Rooney, Brit.Polymer J., 16, 21 (1984).
J.G.Hamilton, K.J.Ivin, G.M.McCann, J.J.Rooney, Makromol.Chem., 186, 1477 (1985).
G.I.Devine, H.T.Ho, K.J.Ivin, M.A.Mohamed, J.J.Rooney, J.Chem.Soc., Chem.Commun., 1229 (1982).
J.G.Hamilton, K.J.Ivin, J.J.Rooney, L.C.Waring, J.Chem.Soc., Chem.Commun., 159(1983).
G.Bazan, E.Khosravi, R.R.Schrock, W.J.Feast, V.C.Gibson, Polymer Commun., 9, 258, (1989).
B.M.Novak, R.H.Grubbs, J.Am.Chem.Soc., 110, 960 (1988).
R.M.E.Greene, J.G.Hamilton, K.J.Ivin, J.J.Rooney. Makromol.Chem., 187, 619 (1986).
E.M.D.Gillan, J.G.Hamilton, O.N.D.Mackey, J.J.Rooney, J.Mol.Catal., 46, 359, (1988).
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1990 Springer Science+Business Media Dordrecht
About this chapter
Cite this chapter
Ivin, K.J. (1990). Tacticity in Polymers Initiated by Metathesis Polymerization: Effect of Catalyst. In: İmamoğlu, Y., Zümreoğlu-Karan, B., Amass, A.J. (eds) Olefin Metathesis and Polymerization Catalysts. NATO ASI Series, vol 326. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-3328-9_7
Download citation
DOI: https://doi.org/10.1007/978-94-011-3328-9_7
Publisher Name: Springer, Dordrecht
Print ISBN: 978-94-010-5470-6
Online ISBN: 978-94-011-3328-9
eBook Packages: Springer Book Archive