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Molecular Binding and Assembly of Sulfonated Crown Ethers

Hui-Juan Wang , Yu Liu

Progress in Chemistry ›› 2020, Vol. 32 ›› Issue (11) : 1651 -1664.

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Progress in Chemistry ›› 2020, Vol. 32 ›› Issue (11) : 1651-1664 DOI: 10.7536/PC200333
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Molecular Binding and Assembly of Sulfonated Crown Ethers
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Abstract

Crown ethers, as the first generation macrocycle, with flexible cavity, are widely used to construct supramolecular assemblies, due to their complexation of metal ions and organic cations. Sulfonated crown ether is a kind of anionic crown ether derivative with good water solubility, compared with crown ether, it possess more binding sites, stronger binding ability and better guest selectivity with metal ions and organic cations. This review introduces the research progress of sulfonated crown ether from the synthesis of sulfonated crown ethers, the complexation of alkali metal ions, lanthanide metals, and the assembly of organic cationic guests. Then we comprehensively analyse the binding modes and driving forces of sulfonated crown ethers from the perspectives of thermodynamics and crystal structures. Finally, we discuss the opportunities and challenges of the development of molecular binding and assembly of sulfonated crown ethers, and prospected the application of sulfonated crown ethers.

Contents

1 Introduction

2 The sulfonation method of crown ether

3 The binding and assembly of sulfonated crown ether to metal ions

4 The binding and assembly of sulfonated crown ether to organic cations

4.1 The binding and assembly of bis-sulfonated crown ether to organic cations

4.2 The binding and assembly of tetra-sulfonated bis(m-phenylene) crown ether to organic cations

4.2.1 The binding and assembly of tetra-sulfonated dibenzo crown ether to organic cations

4.2.2 The binding and assembly of tetra-sulfonated dinaphtho crown ether to organic cations

5 Conclusion

Graphical abstract

Keywords

sulfonated crown ether / electrostatic interactions / π-π stacking interactions; / preorganized character

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Hui-Juan Wang, Yu Liu. Molecular Binding and Assembly of Sulfonated Crown Ethers. Progress in Chemistry, 2020, 32(11): 1651-1664 DOI:10.7536/PC200333

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References

Funding

the National Natural Science Foundation of China(21772100)

the National Natural Science Foundation of China(21432004)

the National Natural Science Foundation of China(29672021)

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