Alkali metal ion binding using cyclic polyketones

Narito Ozawa; Kilingaru I. Shivakumar; Muthuchamy Murugavel; Yuya Inaba; Tomoki Yoneda; Yuki Ide; Jenny Pirillo; Yuh Hijikata; Yasuhide Inokuma

doi:10.1039/D2CC00361A

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Alkali metal ion binding using cyclic polyketones†

Narito Ozawa,^a Kilingaru I. Shivakumar,

^b Muthuchamy Murugavel,^b Yuya Inaba,^a Tomoki Yoneda,

^a Yuki Ide,

^b Jenny Pirillo,

^b Yuh Hijikata

^b and Yasuhide Inokuma

*^ab

Author affiliations

* Corresponding authors

^a Division of Applied Chemistry, Faculty of Engineering, Hokkaido University, Kita 13, Nishi 8 Kita-ku, Sapporo, Hokkaido 060-8628, Japan
E-mail: inokuma@eng.hokudai.ac.jp

^b Institute for Chemical Reaction Design and Discovery (WPI-ICReDD), Hokkaido University, Kita 21, Nishi 10, Kita-ku, Sapporo, Hokkaido 001-0021, Japan

Abstract

Cyclic oligoketones composed of 3,3-dimethylpentane-2,4-diones showed crown ether-like alkali metal ion binding behavior with association constants up to 1.7 × 10⁴ M⁻¹ in chloroform/acetonitrile (v/v, 9/1). The binding properties have been used for catalysis in the Finkelstein reaction in a low-polarity solvent. Furthermore, novel ion-binding hosts were generated by terminal functionalization of linear polyketones.

This article is part of the themed collections: 2022 Pioneering Investigators and Chemical Communications HOT Articles 2022

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DOI: https://doi.org/10.1039/D2CC00361A
Article type: Communication
Submitted: 19 Jan 2022
Accepted: 09 Feb 2022
First published: 09 Feb 2022

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Chem. Commun., 2022,58, 2971-2974

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Alkali metal ion binding using cyclic polyketones

N. Ozawa, K. I. Shivakumar, M. Murugavel, Y. Inaba, T. Yoneda, Y. Ide, J. Pirillo, Y. Hijikata and Y. Inokuma, Chem. Commun., 2022, 58, 2971 DOI: 10.1039/D2CC00361A

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Chemical Communications

Alkali metal ion binding using cyclic polyketones†

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Alkali metal ion binding using cyclic polyketones

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