Issue 1, 2021

A Cd(ii) and Zn(ii) selective naphthyl based [2]rotaxane acts as an exclusive Zn(ii) sensor upon further functionalization with pyrene

Abstract

A new multi-functional [2]rotaxane, ROTX, has been synthesized via a Cu(I) catalysed azide–alkyne cycloaddition reaction between Ni(II) templated azide terminated pseudorotaxane composed of a naphthalene based heteroditopic wheel, NaphMC, and an alkyne terminated stopper. Subsequently, ROTX has been functionalized with pyrene moieties to develop a bifluorophoric [2]rotaxane, PYROTX, having naphthalene and pyrene moieties. Detailed characterization of these two rotaxanes is performed by utilizing several techniques such as ESI-MS, (1D and 2D) NMR, UV/Vis and PL studies. Comparative metal ion sensing studies of NaphMC (a fluorophoric cyclic receptor), ROTX ([2]rotaxane with a naphthyl fluorophore) and PYROTX ([2]rotaxane having naphthyl and pyrene fluorophores) have been performed to determine the effect of dimensionality/functionalization on the metal ion selectivity. Although NaphMC fails to discriminate between metal ions, ROTX serves as a selective sensor for Zn(II) and Cd(II). Importantly, PYROTX shows exclusive selectivity towards Zn(II) over various transition, alkali and alkaline earth metal ions including Cd(II).

Graphical abstract: A Cd(ii) and Zn(ii) selective naphthyl based [2]rotaxane acts as an exclusive Zn(ii) sensor upon further functionalization with pyrene

Supplementary files

Article information

Article type
Paper
Submitted
21 Oct 2020
Accepted
23 Nov 2020
First published
23 Nov 2020

Dalton Trans., 2021,50, 294-303

A Cd(II) and Zn(II) selective naphthyl based [2]rotaxane acts as an exclusive Zn(II) sensor upon further functionalization with pyrene

S. Bej, M. Nandi and P. Ghosh, Dalton Trans., 2021, 50, 294 DOI: 10.1039/D0DT03645E

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