10.6084/m9.figshare.988734.v4
Yujin Lee
Yujin
Lee
Hyo Geun Koo
Hyo
Geun Koo
Seung Pyo Jang
Seung
Pyo Jang
Alan B. Erdmann
Alan
B. Erdmann
Samantha S. Vernetti
Samantha
S. Vernetti
Cheal Kim
Cheal
Kim
Roger G. Harrison
Roger G.
Harrison
Synthesis of a Zn-salen resorcinarene-based cavitand and its fluorescence response to nitro compounds
Taylor & Francis Group
2014
synthesis
zn-salen
resorcinarene-based
cavitand
fluorescence
nitro
compounds
2014-05-19 14:54:27
Journal contribution
https://tandf.figshare.com/articles/journal_contribution/Synthesis_of_a_Zn_salen_resorcinarene_based_cavitand_and_its_fluorescence_response_to_nitro_compounds/988734
<div><p>The synthesis, spectroscopic characterisation, conformational switching and fluorescence quenching efficiency of a resorcinarene-based cavitand containing Zn-salen (<b>Zn</b>-<b>Cav</b>) are reported. Synthesis of <b>Zn</b>-<b>Cav</b> was accomplished by the condensation of a quinoxaline derivatised with Zn-salen and a resorcinarene-based cavitand containing three quinoxalines. <sup>1</sup>H NMR spectroscopy confirmed that in DMSO, chloroform and acetone <b>Zn</b>-<b>Cav</b> resides in the vase conformation. The molecular geometry of <b>Zn</b>-<b>Cav</b> selectively changes from vase to kite under acidic conditions. Detection by fluorescence quenching of nitro-containing molecules, such as 4-nitrotoluene, 2,4-dinitrotoluene and 2,3-dimethyl-2,3-dinitrobutane was explored by spectrofluorimetry. It was found that the fluorescence of <b>Zn</b>-<b>Cav</b> is efficiently quenched by nitroaromatic compounds.</p></div>