Olefin metathesis is a powerful and versatile method in synthetic organic and polymer chemistry. In particular ring-opening metathesis polymerization (ROMP) has become an extremely valuable tool for the preparation of functionalized homopolymers. The ROMP of strained cyclic olefins to linear polymers provides an interesting class of stereoregular polymers. Of particular interest is trans-polypentenamer which has unique relevance among the synthetic rubbers since it has similar physical properties to natural rubber.1 Furthermore, trans-polypentenamer can be easily synthesized by utilizing dicyclopentene or cyclopentadiene that are produced as waste products by the petrochemical industries, to reduce environmental pollution. In the past several living ROMP of cyclic olefins have been reported based on a range of metals, including titanium, tantalum, tungsten and molybdenum metathesis catalytic systems. 2,3 However, despite the high catalytic activity of these early transition-metal catalyst, their relatively limited functional group tolerance, high sensitivity towards moisture and atmospheric oxygen often render them difficult to use. Over the last decade several ruthenium based catalysts have attracted considerable attention because of their remarkable efficiency, stability and excellent tolerance towards a variety of functional groups. Nevertheless, ruthenium catalyzed ROMP studies of cyclopentene and its functionalized derivatives are rare. Herein we will focus on the use of non-supported and soluble polymer supported N-heterocyclic carbene (NHC) Ru metathesis catalysts for the equilibrium ROMP of cyclic olefins. Moreover, well defined poly(Vinyl Alcohol) (PVA) copolymers. (a) K. Sanui, W. J. MacKnight and R. W. Lenz, Macromolecules, 1974, 7, 101. (b) J. K. Gillham and J. A. Benci, J. Appl. Polym. Sci., 1974, 18, 3775. (a) Natta, G.; Dallasta, G.; Mazzanti, G.; Pasquon, I.; Valvassori, A.; Zambelli, A., Makromolekulare Chemie 1962, 56, 224-227. Schrock, R. R., 1990, 23 (5), 158-165.

Ruthenium catalyzed ring-opening metathesis polymerization of cyclic olefins

251st National Meeting (2016)

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