Abstract
In this chapter, we introduce recent progress on cyclic polymer synthesis using chain polymerization techniques including controlled radical polymerizations of vinyl monomers combined with click chemistries as well as metathesis polymerization of cyclic olefins or several alkynes. In order to eliminate highly diluted conditions ([M]0 < 1.0 mM) for the ring-closure, supra chemistries including electrostatic self-assembly and rotaxane are practical. We introduce our original procedure, N-heterocyclic carbene-initiated anionic polymerization of vinyl monomers and subsequent ring-closing, in which we do not have to use highly diluted condition ([M]0 = 1.0–2.0 M).We introduce our original procedure, N-heterocyclic carbene-initiated anionic polymerization of vinyl monomers and subsequent ring-closing, in which we do not have to use highly diluted condition ([M]0 = 1.0–2.0 M).
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Similar content being viewed by others
References
D.E. Lonsdale, C.A. Bell, M.J. Monteiro, Macromolecules 43, 3331–3339 (2010)
X.P. Qiu, F. Tanaka, F.M. Winnik, Macromolecules 40, 7069–7071 (2007)
E.J. Shin, W. Jeong, H.A. Brown, B.J. Koo, J.L. Hedrick, R.M. Waymouth, Macromolecules 44, 2773–2779 (2011)
D.J. Bannister, J.A. Semlyen, Polymer 22, 377–381 (1981)
D. Geiser, H. Hocker, Macromolecules 13, 653–656 (1980)
G. Hild, A. Kohler, P. Rempp, Eur. Polym. J. 16, 525–527 (1980)
M. Schappacher, A. Deffieux, Makromol. Chem. Rapid Commun. 12, 447–453 (1991)
M. Schappacher, A. Deffieux, Macromolecules 34, 5827–5832 (2001)
B.A. Laurent, S.M. Grayson, J. Am. Chem. Soc. 128, 4238–4239 (2006)
J. Xu, J. Ye, S.Y. Liu, Macromolecules 40, 9103–9110 (2007)
F.G. Chen, G.M. Liu, G.Z. Zhang, J. Polym. Sci. Part A Polym. Chem. 50, 831–835 (2012)
J.M. Ren, K. Satoh, T.K. Goh, A. Blencowe, K. Nagai, K. Ishitake, A.J. Christofferson, G. Yiapanis, I. Yarovsky, M. Kamigaito, G.G. Qiao, Angew. Chem., Int. Ed., 53, 459–464 (2014)
M.M. Stamenovic, P. Espeel, E. Baba, T. Yamamoto, Y. Tezuka, F.E. Du Prez, Polym. Chem. 4, 184–193 (2013)
M.L. McGraw, E.Y.-X. Chen, Macromolecules 2020(53), 6102–6122 (2020)
F.M. Haque, S.M. Grayson, Nat. Chem. 12, 433–444 (2020)
C.W. Bielawski, D. Benitez, R.H. Grubbs, Science 297, 2041–2044 (2002)
A.J. Boydston, Y. **a, J.A. Kornfield, I.A. Gorodetskaya, R.H. Grubbs, J. Am. Chem. Soc. 130, 12775–12782 (2008)
C.D. Roland, H. Li, K.A. Abboud, K.B. Wagener, A.S. Veige, Nat. Chem. 8, 792–796 (2016)
Z. Miao, D. Pal, W. Niu, T. Kubo, B.S. Sumerlin, A.S. Veige, Macromolecules 53, 7774–7782 (2020)
H. Kammiyada, A. Konishi, M. Ouchi, M. Sawamoto, ACS Macro Lett. 2, 531–534 (2013)
H. Kammiyada, A. Konishi, M. Ouchi, M. Sawamoto, Macromolecules 50, 841–848 (2017)
H. Kubota, S. Yoshida, M. Ouchi, Polym. Chem. 11, 3964–3971 (2020)
W. Jeong, J.L. Hedrick, R.M. Waymouth, J. Am. Chem. Soc. 129, 8414–8415 (2007)
N.E. Kamber, W. Jeong, S. Gonzalez, J.M. Hedrick, R.M. Waymouth, Macromolecules 42, 1634–1639 (2009)
D.A. Culkin, W. Jeong, S. Csihony, E.D. Gomez, N.P. Balsara, J.M. Hedrick, R.M. Waymouth, Angew. Chem. Int. Ed. 46, 2627–2630 (2007)
Y. Zhang, R. Liu, H. **, W. Song, Commun. Chem. 1, 40 (2018)
L. Guo, D. Zhang, J. Am. Chem. Soc. 131, 18072–18074 (2009)
H. Oike, H. Imaizumi, T. Mouri, Y. Yoshioka, A. Uchibori, Y. Tezuka, J. Am. Chem. Soc. 122, 9592–9599 (2000)
T. Suzuki, T. Yamamoto, Y. Tezuka, J. Am. Chem. Soc. 136, 10148–10155 (2014)
T. Ogawa, K. Nakazono, D. Aoki, S. Uchida, T. Takata, ACS Macro Lett. 4, 343–347 (2015)
D. Aoki, G. Aibara, S. Uchida, T. Takata, J. Am. Chem. Soc. 139, 6791–6794 (2017)
A.J. Arduengo, R.L. Harlow, M. Kline, J. Am. Chem. Soc. 113, 361–363 (1991)
S.-I. Matsuoka, Y. Ota, A. Washio, A. Katada, K. Ichioka, K. Takagi, M. Suzuki, Org. Lett. 13, 3722–3725 (2011)
T. Kato, Y. Ota, S.-I. Matsuoka, K. Takagi, M. Suzuki, J. Org. Chem. 78, 8739–8747 (2013)
A.T. Biju, M. Padmanaban, N.E. Wurz, F. Glorius, Angew. Chem., Int. Ed., 50, 8412−8415 (2011)
Y.T. Zhang, M. Schmitt, L. Falivene, L. Caporaso, L. Cavallo, E.Y.X. Chen, J. Am. Chem. Soc. 135, 17925–17941 (2013)
Y. Hosoi, A. Takasu, S. Matsuoka, M. Hayashi, J. Am. Chem. Soc. 139, 15005–15012 (2017)
K. Maruoka, T. Itoh, M. Sakurai, K. Nonoshita, H. Yamamoto, J. Am. Chem. Soc. 110, 3588–3597 (1988)
T. Hirabayashi, H. Yamamoto, T. Kojima, A. Takasu, Y. Inai, Macromolecules 33, 4304–4306 (2000)
A. Takasu, M. Ishii, Y. Inai, T. Hirabayashi, Macromolecules 34, 6548–6550 (2001)
A. Takasu, M. Ishii, Y. Inai, T. Hirabayashi, K. Inomata, Macromolecules 36, 7055–7064 (2003)
Y. Oga, Y. Hosoi, A. Takasu, Polymer, 186, 122019 (2020)
K. Naruse, A. Takasu, M. Higuchi, Macromol. Chem. Phys. 221, 2000042 (2020)
Y. Muramatsu, Y. Oga, A. Takasu, M. Higuchi, Polym. J. 52, 1253–1261 (2020)
Y. Muramatsu, A. Takasu, M. Higuchi, M. Hayashi. J. Polym. Sci. 52, 2936–2942 (2020)
Y. Tezuka (ed.), Topological Polymer Chemistry: Progress of Cyclic Polymers in Syntheses, Properties and Functions (World Scientific, Singapore, 2013)
Author information
Authors and Affiliations
Corresponding author
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2022 The Author(s), under exclusive license to Springer Nature Singapore Pte Ltd.
About this chapter
Cite this chapter
Muramatsu, Y., Takasu, A. (2022). Synthesis of Cyclic Vinyl Polymers via N-Heterocyclic Carbene (NHC)-Initiated Anionic Polymerization and Subsequent Ring-Closure Without Highly Dilute Conditions. In: Tezuka, Y., Deguchi, T. (eds) Topological Polymer Chemistry. Springer, Singapore. https://doi.org/10.1007/978-981-16-6807-4_17
Download citation
DOI: https://doi.org/10.1007/978-981-16-6807-4_17
Published:
Publisher Name: Springer, Singapore
Print ISBN: 978-981-16-6806-7
Online ISBN: 978-981-16-6807-4
eBook Packages: Chemistry and Materials ScienceChemistry and Material Science (R0)