Unsaturated 15 and 16 Membered Appended Naphthalene Macrocyclic Molecules for the Development of Fluorometric Chemosensors

Unsaturated macrocyclic molecules have got an interest due to their potential in catalysis, ion exchange and electron transfer. Salicaldehyde derivatives macrocyclic molecules have a broad range in synthesis. In this study, two unsaturated macrocyclic molecules (L1 and L2) have been synthesized. The...

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Bibliographic Details
Published in:IOP Conference Series: Materials Science and Engineering
Main Author: Hasan S.; Salleh S.; Hamdan S.; Yamin B.
Format: Conference paper
Language:English
Published: Institute of Physics Publishing 2017
Online Access:https://www.scopus.com/inward/record.uri?eid=2-s2.0-85014896144&doi=10.1088%2f1757-899X%2f172%2f1%2f012054&partnerID=40&md5=d053ae6ffcf64929a308ac6caa2ccb12
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Summary:Unsaturated macrocyclic molecules have got an interest due to their potential in catalysis, ion exchange and electron transfer. Salicaldehyde derivatives macrocyclic molecules have a broad range in synthesis. In this study, two unsaturated macrocyclic molecules (L1 and L2) have been synthesized. The preparation of unsaturated macrocyclic ligands involve two steps; the reaction of salicylaldehyde with 1,2-dibromoethane or 1,4-dibromobutane to produce precursor, then cyclisation were completed using schiff base technique by adding diamines (naphthalene diamine). The ligands were characterized spectroscopically. In FT-IR spectrums, the form of the ligands mainly can be observed on the disappearance of the carbonyl group of aldehyde at approximately 1650cm-1 that was readily assigned to C=O group of salicylaldehyde with the replacement of C=N peak at 1684.13cm-1. The success in producing macrocyclic ligands have been further characterized using fluorescence emission spectroscopy (FES) and revealed the typical emission of naphthalene at ∼430nm. Fluorescence changes of L1 and L2 showed high selectivity for Fe3+ and Cu2+ respectively in the presence of other common metal ions, such as Zn2+, Ni2+ and Co2+. Besides, the ligand was sensitive enough to detect the concentration of ferric ion with the detection limit down to 1.08 x 10-6 M and fluorescence change that was unaffected by the presence of other common coexisting metal ions. Complexation with Co(II) was also attempted. © Published under licence by IOP Publishing Ltd.
ISSN:17578981
DOI:10.1088/1757-899X/172/1/012054