Synthesis and photophysical investigation of squaraine rotaxanes by "clicked capping" |
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Authors: | Gassensmith Jeremiah J Barr Lorna Baumes Jeffrey M Paek Agelina Nguyen Anh Smith Bradley D |
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Affiliation: | Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46556, USA. |
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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. |
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