Universal method for constructing chiral organic molecular cage

Abstract

The invention discloses a universal method for constructing a chiral organic molecular cage, which comprises the following steps: with a 2,6-dicarbonyl-4-substituted phenol structure as a parent nucleus, carrying out aldehyde ligand synthesis by coupling reaction, methoxy protection and deprotection reaction, Duff reaction and the like; and then introducing polyaldehyde synthons with different structures and functions are constructed by introducing rigid functional groups such as various benzene rings, naphthalene and anthracene, and then efficiently constructing the chiral porous molecular cage by the polyaldehyde synthons and chiral cyclohexanediamine under organic / water / acid conditions. The method has the advantages of simple and efficient ligand design, rich chiral molecular cage configuration, easiness in purification, wide ligand application range, easiness in reaction expansion and the like. By utilizing the modular synthesis method, a series of chiral molecular cages with richand adjustable structures can be prepared on a large scale for the fields of adsorption, separation, catalysis, energy and the like.

Description

technical field [0001] The invention relates to the field of synthesis of chiral porous materials, in particular to a universal method for constructing chiral organic molecular cages. Background technique [0002] Chiral compounds play an important role in many fields such as life science, medicine, food science and material science. Chiral porous molecular cages are a new class of soluble porous materials developed in recent years. They have a shape-retainable rigid organic framework, permanent internal pores, and stacked through channels. At the same time, they have adjustable cavity sizes and are easy to post-modify. , Good solubility and so on. As a new class of chiral porous materials, the excellent solubility of chiral molecular cages endows them with advantages in processing, and also enables them to be combined with other materials to obtain more structures and properties. Chiral molecular cages have excellent application prospects in the fields of gas storage and ...

AI Technical Summary

Problems solved by technology

[0004] It can be seen from the search that there are many studies on the design of molecular cages. A. I. Cooper et al. (Cooper et al., Nature Chem. , 2017, 9, 17-25, DOI: 10.1038 / NCHEM.2663) used tetraaldehyde ligands and cyclohexanediamine to self-assemble TCC series molecular cages in organic solvents, but the molecular cage ligands reported in this study The synthetic route involves a wide range of reaction types, some reaction raw materials are expensive, and the self-assembly solution system of molecular cages is mostly a heterogeneous system, which is difficult to achieve mass production

[0005] There are still great challenges in the design and preparation of existing chiral organic molecular cages. At present, there is no method that can efficiently and modularly synthesize large quantities of chiral molecular cage materials, including ligand configuration design. A series of problems such as the considerations on the crystallization conditions and the crystallization solvent, and the purification of the target product need to be solved urgently.

Images