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Abstract
In nature, helical self-assembly by non-covalent interactions is a widely observed feature. Inspired by the unique features of fascinating chiral superstructures, chemists have paid more attention to design numerous helical supramolecular assemblies. In them, carbohydrates as a natural source of chirality have been widely investigated in the construction of chiral supramolecular assembly, which possessed potential application in materials, chemistry and biology. This review aims to overview of the chiral supramolecular assembly based on aromatic molecules-carbohydrate conjugates, including perylene bisimides, azobenzene, poly(
p-phenylene), porphyrins, and so on. Their gel properties, supramolecular chirality and functionalization in the mixtures of organic solution and water, or in water, and the relationship between their supramolecular chirality and the type of the carbohydrates are described. Furthermore, the potential application and future development of the chiral supramolecular assembly based on carbohydrates are discussed.
Contents
1 Introduction
2 Chiral supramolecular assembly based on perylene bisimides-carbohydrate conjugates
2.1 Solvent controlled supramolecular assembly
2.2 Substituent controlled supramolecular assembly in the bay position
2.3 Temperature controlled supramolecular assembly
2.4 Water soluble supramolecular assembly
3 Chiral supramolecular assembly based on azobenzene-carbohydrate conjugates
4 Chiral supramolecular assembly based on poly(p-phenylene)-carbohydrate conjugates
5 Chiral supramolecular assembly based on porphyrin-carbohydrate conjugates
6 Chiral supramolecular assembly based on other aromatic molecules-carbohydrate conjugates
7 Conclusion
Graphical abstract
Keywords
chirality
/
supramolecular assembly
/
carbohydrate
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self-assembly
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perylene bisimide
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Wang Kerang.
Chiral Supramolecular Assemblies Based on Aromatic Molecules-Carbohydrate Conjugates and Their Applications.
Progress in Chemistry, 2015, 27(6): 775-784 DOI:10.7536/PC150312