Fluorescence switch-on sensor for Cu2+ by an amide linked lower rim 1,3-bis(2-picolyl)amine derivative of calix[4]arene in aqueous methanol

Joseph, Roymon ; Ramanujam, Balaji ; Acharya, Amitabha ; Rao, Chebrolu P. (2009) Fluorescence switch-on sensor for Cu2+ by an amide linked lower rim 1,3-bis(2-picolyl)amine derivative of calix[4]arene in aqueous methanol Tetrahedron Letters, 50 (23). pp. 2735-2739. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2009.03.109

Abstract

A highly selective fluorescence switch on sensor, L for detecting Cu2+ has been synthesized by introducing a bis-(2-picolyl)amine moiety at the lower rim of a calix[4]arene platform via amide linkage. Binding properties of L toward ten different biologically relevant Mn+ ions have been studied by fluorescence and absorption spectroscopy in methanol and aqueous methanol. L was found to detect Cu2+ selectively down to a concentration of 196 and 341 ppb, respectively, in methanol and 1:1 aqueous methanol even in the presence of other metal ions. The composition of the complex has been found to be 1:1 based on the Job plot and is further confirmed by ESI MS. The role of calix[4]arene platform as well as the pre-organized binding core in the selective recognition of Cu2+ has been demonstrated by studying appropriate reference molecules. The possible modes of binding of L with Cu2+ have been modeled by computational calculations. L and its Cu2+ complex could very well be differentiated based on the nano-structural features observed in SEM and AFM.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Cu2+ Sensor; Fluorescence Switch-on; Calix[4]arene Appended with bis-(2-picolyl)amine; Nano Structure
ID Code:79136
Deposited On:24 Jan 2012 15:29
Last Modified:19 Apr 2012 06:43

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