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

被引：62

作者：

Gassensmith, Jeremiah J. ^{[1
]}

Barr, Lorna ^{[1
]}

Baumes, Jeffrey M. ^{[1
]}

Paek, Agelina ^{[1
]}

Nguyen, Anh ^{[1
]}

Smith, Bradley D. ^{[1
]}

机构：

[1] Univ Notre Dame, Dept Chem & Biochem, Notre Dame, IN 46556 USA

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 15期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1021/ol801189a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：3343 / 3346

页数：4

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