Macrocyclic and cage-like molecules based on biphenylarene and derivatives of macrocyclic and cage-like molecules as well as synthetic methods and applications of macrocyclic and cage-like molecules and derivatives

Abstract

The invention discloses macrocyclic and cage-like molecules based on biphenylarene and derivatives of the macrocyclic and cage-like molecules as well as synthetic methods and applications of the macrocyclic and cage-like molecules and the derivatives. A series of novel macrocycles are obtained mainly by performing a reaction on bis(2,4-dialkoxyphenyl)arenes (naphthalene, anthracene, pyrene, porphyrin and the like) or tris(2,4-dialkoxyphenyl)arenes (benzene, sym-tribenzobenzene) and paraformaldehyde under the catalysis of a Lewis acid in high yield. In addition, perhydroxybiphenylarenes (quaterphenyl trimer, naphthalene dimer and the like) can be obtained by performing demethylation, a plurality of water-soluble derivatives can be obtained by performing further modification, and the derivatives show good bonding ability to guest molecules (viologen and the like); and moreover, functional groups introduced into the framework make the biphenylarene have excellent adsorption and separationability and photophysical properties. The compounds, derivatives and methods provided by the invention have the following advantages: raw materials of the biphenylarene are commercially available, the synthesis is simple and convenient, the yield is high, and the modification is convenient, so that the compounds and the derivatives have broad application prospects in gas adsorption and separation, performance improvement of light-emitting materials, and adsorption of water-soluble toxic substances.

Description

technical field [0001] The invention belongs to the synthesis and derivatization of supramolecular macrocycles and molecular cages, in particular to a class of biphenyl arene-based macrocycles and cage molecules and derivative compounds and their synthesis methods and applications. Background technique [0002] Since the discovery of the first generation of macrocyclic host crown ethers, macrocyclic molecules have been shown to be essential for recognition and assembly, and thus have broad applications in chemistry, materials, and biology. Their wide availability makes the synthesis of new macrocycles extremely attractive. Chemists have put a lot of effort into the synthesis of macrocyclic compounds such as Texas ring, ExBox, pillararene, bamboo urea, pillar complex, cycloparaphenylene, caliximidazole, calixyrrole, cyanostar, etc. . However, their modifications are mainly limited to the edge or side chain moieties, and any changes in the backbone may affect the ring format...

AI Technical Summary

Problems solved by technology

[0003] The purpose of the present invention is to provide a simple, efficient and general method for synthesizing biphenyl arene macrocycles and molecular cages for the problems of cumbersome synthesis routes, low yields and few modification sites, and to develop further derivatization methods. Methods

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