Investigation On The Self-Assembly System Of Chiral Nitrogen-Containing Calix[4]arene And 2,3-Dibenzoyltartaric Acid

Calixarene is a class of host compound, synthesized by phenol and formaldehyde. As the third general host compound, great progress based on calixarene has been achieved in these research fields, including molecular recognition, mimic enzyme catalysis, self-assembly. Self-assembly as an important method has shown its value in synthesizing new materials, particularly in organic nano-materials. This paper summarized the progress in self-assembly based on calixarene and reported some research on self-assembly of chiral calixarene and dibenzoyltartaric acid.1. Five new calixarenes derivatives, particular a chiral calixarene bearing amide have been synthesized and their structures have been characterized through 1HNMR and IR. The results showed that they all were in cone configurations.2. Chiral calixarene bearing amide and 2,3-dibenzoyltartaric acid can form novel self-assembly. Such a self-assembly system can generate white gel in chloroform, 1,2-dichloroethane, dichloromethane, benzene and toluene. Organic nanofibers can be observed through FESEM and TEM.3. S-calixarene bearing amide can make discrimination between enantiomers of 2,3-dibenzoyltartaric acid. It can make recognition of L-2,3-dibenzoyltartaric acid and form nanofibers; it can not interact with D-2,3-dibenzoyltartaric acid to get gel or form nanofibers. The selectivity was higher than 95%. These novle findings provide another new route for separation, analysis and measurement of chiral molecules. Meanwhile, it also simulates the biological system which only selects L-amino acid.4. Possible mechanism was proposed and new gel system was designed based on this mechanism.