Synthesis And Molecular Recognition Of Naphthalene-Based Supramolecular Hosts

Naphthalene is an electron-rich compound with a conjugated structure and strong fluorescence.In this thesis,the synthesis and molecular recognition behavior of a novel macrocyclic supramolecular host based on naphthalene were studied.Specifically carried out the following aspects of work:1.We attempted to synthesize four different(2,4-dimethoxyphenyl)-substituted naphthalene monomer molecules,it reacted with paraformaldehyde under the catalysis of Lewis acid,and obtain the ring of naphthalene in one step.It is easy to operate and obtain the ring-forming product by column chromatography.The reaction conditions are mild.2.Carboxylate anion was introduced to the side chain of the parent molecules.Then water-soluble 2,7-bis(2,4-dimethoxyphenyl)naphthalene(2,7-Naph[2])were synthesized.The method of derivatization is simple in preparation and don't need to use column chromatography.The reaction conditions are mild.3.We study the recognition interactions of Host-guest from the 2,7-Naph[2],(2,6-Naph[3])and a series of guest.It has also been found that naphthalene rings of different sizes have different selectivity for guests with different molecular sizes.The 2,7-Naph[2],2,6-Naph[3]has a good selectivity.for the guest such as an amine salt and secondary ammonium salts.At the same time,we also studied the host-guest properties of water-soluble2,7-bis(2,4-dimethoxyphenyl)naphthalene dimer(C-2,7-Naph[2]).