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Amidofluorene-appended lower rim 1,3-diconjugate of calix[4]arene: synthesis, characterization and highly selective sensor for Cu 2+

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ABSTRACT

Llll: Functionalization of calix[4]arene with amidofluorene moieties at the lower rim led to formation of the 1,3-diconjugate of calix[4]arene as a novel fluorescent chemosensor for Cu2+. The receptor molecule exhibited a pronounced selectivity towards Cu2+ over other mono and divalent ions. The formation of the complex between and Cu2+ was evaluated by absorption, fluorescence and 1H NMR spectroscopy. The sensor showed a remarkable color change from colorless to purple and a fluorescence quenching only upon interaction with Cu2+. The 1:1 stoichiometry of the obtained complex has been determined by Job’s plot. The association constant determined by fluorescence titration was found to be 1.8 × 106 M−1. The sensor showed a linear response toward Cu2+ in the concentration range from 1 to 10 µM with a detection limit of 9.6 × 10−8 M.

No MeSH data available.


Color changes of receptor L upon addition of 10 equiv of various metal ions as their perchlorate salts.
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Figure 2: Color changes of receptor L upon addition of 10 equiv of various metal ions as their perchlorate salts.

Mentions: Unlike Cu2+ ions, the addition of 10 equiv of other metal ions to the 1.0 × 10−5 M solutions of L resulted in no significant changes in the absorption spectra of ligand L. However, addition of Cu2+ to L resulted in a blue shift of the absorption band in the area of 280–290 nm (see Supporting Information File 1, Figure S12). Furthermore, a weak and broad absorption band from 600–800 nm was also observed (Fig. 1). As shown in Fig. 2, there was an evident color change from colorless to purple, which could be observed by the naked eye.


Amidofluorene-appended lower rim 1,3-diconjugate of calix[4]arene: synthesis, characterization and highly selective sensor for Cu 2+
Color changes of receptor L upon addition of 10 equiv of various metal ions as their perchlorate salts.
© Copyright Policy - Beilstein
Related In: Results  -  Collection

License 1 - License 2
Show All Figures
getmorefigures.php?uid=PMC4979684&req=5

Figure 2: Color changes of receptor L upon addition of 10 equiv of various metal ions as their perchlorate salts.
Mentions: Unlike Cu2+ ions, the addition of 10 equiv of other metal ions to the 1.0 × 10−5 M solutions of L resulted in no significant changes in the absorption spectra of ligand L. However, addition of Cu2+ to L resulted in a blue shift of the absorption band in the area of 280–290 nm (see Supporting Information File 1, Figure S12). Furthermore, a weak and broad absorption band from 600–800 nm was also observed (Fig. 1). As shown in Fig. 2, there was an evident color change from colorless to purple, which could be observed by the naked eye.

View Article: PubMed Central - HTML - PubMed

ABSTRACT

Llll: Functionalization of calix[4]arene with amidofluorene moieties at the lower rim led to formation of the 1,3-diconjugate of calix[4]arene as a novel fluorescent chemosensor for Cu2+. The receptor molecule exhibited a pronounced selectivity towards Cu2+ over other mono and divalent ions. The formation of the complex between and Cu2+ was evaluated by absorption, fluorescence and 1H NMR spectroscopy. The sensor showed a remarkable color change from colorless to purple and a fluorescence quenching only upon interaction with Cu2+. The 1:1 stoichiometry of the obtained complex has been determined by Job’s plot. The association constant determined by fluorescence titration was found to be 1.8 × 106 M−1. The sensor showed a linear response toward Cu2+ in the concentration range from 1 to 10 µM with a detection limit of 9.6 × 10−8 M.

No MeSH data available.