2013
DOI: 10.1002/ejoc.201300414
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BODIPY Dyes Functionalized with Pendant Cyclic and Acyclic Polyamines

Abstract: The synthesis and characterization of a series of BODIPY derivatives substituted with acyclic and cyclic polyamines, in particular, cyclen and homocyclen, are reported. The 19F NMR, UV/Vis, and fluorescence spectroscopic data of these compounds are discussed. One compound was found to be very selective for CuII ions, which makes it a very promising system for CuII detection.

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Cited by 27 publications
(11 citation statements)
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“…The selective functionalization of the primary amine of 1 was performed with the uncomplexed molecule, as has been demonstrated for nucleophilic substitutions, in reaction with isocyanates to form urea and in reactions with alkyl aldehydes to form Schiff bases that are then reduced to secondary amines . We choose 1,8‐naphthalimide as the function to append to the primary amine of 1 because such a fragment is a useful fluorophore in biological environments.…”
Section: Resultsmentioning
confidence: 99%
“…The selective functionalization of the primary amine of 1 was performed with the uncomplexed molecule, as has been demonstrated for nucleophilic substitutions, in reaction with isocyanates to form urea and in reactions with alkyl aldehydes to form Schiff bases that are then reduced to secondary amines . We choose 1,8‐naphthalimide as the function to append to the primary amine of 1 because such a fragment is a useful fluorophore in biological environments.…”
Section: Resultsmentioning
confidence: 99%
“…According to recent literature, very few amine or heteroatom-based BODIPY compounds have been prepared and reported at 3-or 5-position on BODIPY core [10,[13][14][15][24][25][26][27]. In addition to halogens, methyl or formyl or amine functional groups can be easily synthesized and activated to proteins or other biological systems [24,[28][29][30]. Great efforts have been made to develop new fluorescent probes for fluorescence imaging field in medicine.…”
Section: Introductionmentioning
confidence: 99%
“…Considering that Zn 2+ is spectroscopically silent due to its d 10 electronic configuration, fluorescent chemosensors of Zn were extensively studied. That are so many receptors used as fluorophore as binding sites such as di-2-picolylamine (DPA) [23][24][25], quinoline [25][26][27], bipyridine [28][29][30][31], acyclic and cyclic polyamines [29,32,33], iminodiacetic acid [34][35][36], triazole [37][38][39], and Schiff-base receptors [40][41][42].…”
Section: Introductionmentioning
confidence: 99%