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Issue 16, 2018
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Photoluminescence properties of tetrahedral zinc(ii) complexes supported by calix[4]arene-based salicylaldiminato ligands

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Abstract

The synthesis and photophysical properties of four new hybrid salicylaldiminato-calix[4]arene ligands and their corresponding zinc(II) complexes are described. The Schiff bases were obtained from condensation reactions between cone-25,27-di(aminoethoxy)-26,28-dihydroxy-calix[4]arene and salicylaldehyde (H2L1) or o-vanillin (H2L2) and 1,3-alt-25,27-di(aminoethoxy)-26,28-di(n-propyloxy)-calix[4]arene and 3,5-di-tert-butyl-salicylaldehyde (H2L3) or o-vanillin (H2L4). Complexation reactions were investigated by ESI-MS, IR, NMR, UV-vis absorption and steady-state and time resolved fluorescence spectroscopy, and X-ray crystallography. All ligands support 1 : 1 complexes (ZnL1–ZnL4), with equilibrium constants derived from absorption spectrophotometry in the range log K11 = 5.5–8.2 (MeCN or MeOH/CH2Cl2, I = 0.01 M). The zinc complexes show blue fluorescence, both in solution as well as in the solid state, with λem, Φf, and τ ranging from 472–504 nm, 0.11–0.60, and 2–9 ns, respectively. The nature of the substituents on the salicylaldiminato fragments was found to be the main parameter that influences the photophysical properties of the zinc complexes. Insights into the electronic nature of the UV-vis transitions were obtained with time dependent density functional theory (TD-DFT) calculations.

Graphical abstract: Photoluminescence properties of tetrahedral zinc(ii) complexes supported by calix[4]arene-based salicylaldiminato ligands

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Supplementary files

Article information


Submitted
26 Feb 2018
Accepted
03 Apr 2018
First published
04 Apr 2018

Dalton Trans., 2018,47, 5801-5811
Article type
Paper

Photoluminescence properties of tetrahedral zinc(II) complexes supported by calix[4]arene-based salicylaldiminato ligands

S. Ullmann, R. Schnorr, C. Laube, B. Abel and B. Kersting, Dalton Trans., 2018, 47, 5801
DOI: 10.1039/C8DT00757H

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