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Synthesis of polycyclic polyolefins by a Pd-catalyzed isomerization polymerization of vinylcycloalkanes

Polymer Journal volume 52, pages 93–101 (2020)Cite this article

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Abstract

Vinylcycloalkanes with 12-, 15-, and 21-membered rings were synthesized from commercially available cycloalkanones or cycloalkyl carboxylic acids derived from malonate and ω-bromo-α-alkenes. Pd complexes with diimine ligands promoted the isomerization polymerization of vinylcycloalkanes with 15- and 21-membered rings to afford polymers having cycloalkylene groups in the main chain. Vinylcycloheneicosane with a 21-membered ring afforded polymers with Mn up to 9700, whereas vinylcycloalkanes with smaller ring sizes (8- and 12-membered rings) yielded oligomers with Mn = 720–1600.

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Acknowledgements

This work was supported by JSPS KAKENHI Grant Numbers JP2265012, 15H03814, and 17K19150.

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  1. Laboratory for Chemistry and Life Science, Tokyo Institute of Technology, 4259 Nagatsuta, Yokohama, 226-8503, Japan

    Daisuke Takeuchi, Karin Nakamura, Yuki Tokura, Ryuji Tsubamoto & Kohtaro Osakada

  2. Department of Frontier Materials Chemistry, Faculty of Science and Technology, Hirosaki University, 3 Bunkyo-cho, Hirosaki, 036-8561, Japan

    Daisuke Takeuchi

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  1. Daisuke Takeuchi
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Takeuchi, D., Nakamura, K., Tokura, Y. et al. Synthesis of polycyclic polyolefins by a Pd-catalyzed isomerization polymerization of vinylcycloalkanes. Polym J 52, 93–101 (2020). https://doi.org/10.1038/s41428-019-0260-x

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