Lee, Yujin Geun Koo, Hyo Pyo Jang, Seung B. Erdmann, Alan S. Vernetti, Samantha Kim, Cheal Harrison, Roger G. Synthesis of a Zn-salen resorcinarene-based cavitand and its fluorescence response to nitro compounds <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> synthesis;zn-salen;resorcinarene-based;cavitand;fluorescence;nitro;compounds 2014-05-19
    https://tandf.figshare.com/articles/journal_contribution/Synthesis_of_a_Zn_salen_resorcinarene_based_cavitand_and_its_fluorescence_response_to_nitro_compounds/988734
10.6084/m9.figshare.988734.v4