Synthesis and photophysical investigation of squaraine rotaxanes by "clicked capping".

ABSTRACT: 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.

SUBMITTER: Gassensmith JJ 

PROVIDER: S-EPMC2848988 | biostudies-literature | 2008 Aug

REPOSITORIES: biostudies-literature