Polymeric pseudo-crown ether for cation recognition via cation template-assisted cyclopolymerization

Takaya Terashima, Minami Kawabe, Yuichiro Miyabara, Hiroaki Yoda and Mitsuo Sawamoto ()
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Takaya Terashima: Graduate School of Engineering, Kyoto University
Minami Kawabe: Graduate School of Engineering, Kyoto University
Yuichiro Miyabara: Graduate School of Engineering, Kyoto University
Hiroaki Yoda: Graduate School of Engineering, Kyoto University
Mitsuo Sawamoto: Graduate School of Engineering, Kyoto University

Nature Communications, 2013, vol. 4, issue 1, 1-9

Abstract: Abstract Cyclopolymerization is a chain polymerization of bifunctional monomers via alternating processes of intramolecular cyclization and intermolecular addition, to give soluble linear polymers consisting of in-chain cyclic structures. Though cyclopolymers comprising in-chain multiple large rings potentially show unique functionality, they generally require the elaborate design of bifunctional monomers. Here we report cation template-assisted cyclopolymerization of poly(ethylene glycol) dimethacrylates as an efficient strategy directly yielding polymeric pseudo-crown ethers with large in-chain cavities (up to 30-membered rings) for selective molecular recognition. The key is to select a size-fit metal cation for the spacer unit of the divinyl monomers to form a pseudo-cyclic conformation, where the two vinyl groups are suitably positioned for intramolecular cyclization. The marriage of supramolecular chemistry and polymer chemistry affords efficient, one-pot chemical transformation from common chemical reagents with simple templates to functional cyclopolymers.

Date: 2013
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DOI: 10.1038/ncomms3321

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