Amidofluorene-appended lower rim 1,3-diconjugate of calix[4]arene: synthesis, characterization and highly selective sensor for Cu2+

作者：Hosseinzadeh Rahman^*; Nemati Mohammad; Zadmard Reza; Mohadjerani Maryam

来源：Beilstein Journal of Organic Chemistry, 2016, 12: 1749-1757.

DOI：10.3762/bjoc.12.163

• calix[4]arene
• chemosensor
• copper ions
• fluorene
• fluorescence

Functionalization of calix[4]arene with amidofluorene moieties at the lower rim led to formation of the 1,3-diconjugate of calix[4]arene L as a novel fluorescent chemosensor for Cu2+. The receptor molecule L exhibited a pronounced selectivity towards Cu2+ over other mono and divalent ions. The formation of the complex between L and Cu2+ was evaluated by absorption, fluorescence and H-1 NMR spectroscopy. The sensor L 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 x 10(6) M-1. The sensor showed a linear response toward Cu2+ in the concentration range from 1 to 10 mu M with a detection limit of 9.6 x 10(-8) M.

• 出版日期2016-8-4