Tetraphenylethene modified [n]rotaxanes: synthesis, characterization and aggregation-induced emission behavior.
A series of novel [n]rotaxanes based on a tetraphenylethene (TPE) backbone were constructed by a template-directed clipping approach and their structures were well-characterized. Investigation of their optical properties showed that these rotaxanes and their corresponding ammonium salts showed aggregation-induced emission (AIE) behavior. However, there were obvious differences as follows: (1) rotaxanes reached the aggregation state in the presence of less water compared with the corresponding ammonium salt; (2) the rotaxanes with a long alkoxyl chain on the pyridine unit of the crown ether formed the aggregation state in the presence of less water than for those without an alkoxyl substituent and (3) a smaller distance between the TPE unit and N-hetero crown ether component resulted in the aggregation state being reached more easily than when there is a longer distance. The results suggest that the mechanically interlocked structures can adjust the aggregation state of AIE molecules.
Key Laboratory of Pesticide and Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, PR China. yinj@mail.ccnu.edu.cn.
Guoxing
G
Liu
Di
D
Wu
Jinhua
J
Liang
Xie
X
Han
Sheng Hua
SH
Liu
Jun
J
Yin
D064751:Ammonium Compounds / Q000737:chemistry; D060326:Chemistry Techniques, Synthetic; D043844:Crown Ethers / Q000737:chemistry; D008163:Luminescent Measurements; D011725:Pyridines / Q000737:chemistry; D043862:Rotaxanes / Q000138:chemical synthesis* / Q000737:chemistry*; D014867:Water / Q000737:chemistry
D064751:Ammonium Compounds; D043844:Crown Ethers; D011725:Pyridines; D043862:Rotaxanes; D014867:Water; C023666:pyridine