Alkali metal ion binding using cyclic polyketones

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 × 10 4 M −1 in chloroform/acetonitrile (v/v, 9/1). The binding properties have been used for catalysis in the Finkelstein reaction in a low-po...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2022-03, Vol.58 (18), p.2971-2974
Main Authors: Ozawa, Narito, Shivakumar, Kilingaru I, Murugavel, Muthuchamy, Inaba, Yuya, Yoneda, Tomoki, Ide, Yuki, Pirillo, Jenny, Hijikata, Yuh, Inokuma, Yasuhide
Format: Article
Language:English
Subjects:
Acetonitrile
Binding
Chloroform
Crown ethers
Ions
Metal ions
Polyketones
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Summary: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 × 10 4 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. Cyclic polyketones composed of acetylacetone analogues showed crown ether-like alkali metal ion binding in less polar solvents. Their cation-binding properties were used for the Finkelstein reaction and the design of new cation-binding hosts.
ISSN:1359-7345
1364-548X
DOI:10.1039/d2cc00361a