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>