Synthesis and Photophysical Investigation of Squaraine Rotaxanes by “Clicked Capping”
June 29th, 2008 | by admin |Synthesis and Photophysical Investigation of Squaraine Rotaxanes by \”Clicked Capping\”
Pseudorotaxane complexes of squaraine dyes and tetralactam macrocycles are converted into permanently interlocked rotaxane structures using copper-catalyzed and copper-free cycloaddition reactions with bulky stopper groups. The photophysical properties of the encapsulated squaraine depend on the structure of the macrocycle. In one case, squaraine rotaxanes are produced in near-quantitative yields and with intense near-IR fluorescence. In another case, squaraine fluorescence is greatly diminished upon macrocyclic encapsulation but the signal can be restored by dye displacement with anions.
Gassensmith JJ, Barr L, Baumes JM, Paek A, Nguyen A, Smith BD.