Highly active ruthenium metathesis catalysts enabling ring-opening metathesis polymerization of cyclopentadiene at low temperatures

Kitaek Song, Kunsoon Kim, Daeun Hong, Jungwon Kim, Chae Eun Heo, Hugh I. Kim and Soon Hyeok Hong ()
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Kitaek Song: Korea Advanced Institute of Science and Technology (KAIST)
Kunsoon Kim: Korea Advanced Institute of Science and Technology (KAIST)
Daeun Hong: College of Natural Sciences, Seoul National University
Jungwon Kim: Korea Advanced Institute of Science and Technology (KAIST)
Chae Eun Heo: Korea University
Hugh I. Kim: Korea University
Soon Hyeok Hong: Korea Advanced Institute of Science and Technology (KAIST)

Nature Communications, 2019, vol. 10, issue 1, 1-9

Abstract: Abstract Development of versatile ruthenium olefin-metathesis catalysts with high activity, stability, and selectivity is a continuous challenge. Here we report highly controllable ruthenium catalysts using readily accessible and versatile N-vinylsulfonamides as carbene precursors. Catalyst initiation rates were controlled in a straightforward manner, from latent to fast initiating, through the facile modulation of the N-vinylsulfonamide ligands. Trifluoromethanesulfonamide-based catalysts initiated ultrarapidly even at temperatures as low as −60 °C and continuously propagated rapidly, enabling the enthalpically and entropically less-favored ring-opening metathesis polymerizations of low-strained functionalized cyclopentene derivatives, some of which are not accessible with previous olefin-metathesis catalysts. To our surprise, the developed catalysts facilitated the polymerization of cyclopentadiene (CPD), a feedstock that is easily and commonly obtainable through the steam cracking of naphtha, which has, to the best of our knowledge, not been previously achieved due to its low ring strain and facile dimerization even at low temperatures (below 0 °C).

Date: 2019
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DOI: 10.1038/s41467-019-11806-5

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