Journal
ORGANIC LETTERS
Volume 10, Issue 15, Pages 3343-3346Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol801189a
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Funding
- NIGMS NIH HHS [R01 GM059078, R01 GM059078-10] Funding Source: Medline
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [0748761] Funding Source: National Science Foundation
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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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