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Synthesis and photophysical investigation of squaraine rotaxanes by "Clicked Capping".

  作者 Gassensmith, Jeremiah J.;Barr, Lorna;Baumes, Jeffrey M.;Paek, Agelina;Nguyen, Anh;Smith, Bradley D.;  
  选自 期刊  Organic Letters;  卷期  2008年10-15;  页码  3343-3346  
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[摘要]Photochemistry, and Photographic and Other Reprographic Pseudorotaxane complexes of squaraine dyes and tetralactam macrocycles are converted into permanently interlocked rotaxane structures (I and II, I and III resp. interlocking) using copper-catalyzed and copper-free cycloaddn. reactions with bulky stopper groups. The photophys. properties of the encapsulated squaraine depend on the structure of the macrocycle. In one case, squaraine rotaxanes are produced in near-quant. 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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