The Synthesis and Anion Recognition Property of Symmetrical Chemosensors Involving Thiourea Groups: Theory and ExperimentsReportar como inadecuado




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1

Department of Chemistry, Xinxiang Medical University, Xinxiang 453003, China

2

School of Pharmacy, Xinxiang Medical University, Xinxiang 453003, China

3

Department of Chemistry, Nankai University, Tianjin 300071, China





*

Author to whom correspondence should be addressed.



Academic Editor: W. Rudolf Seitz

Abstract The synthesis of four symmetrical compounds containing urea-thiourea and anthracene-nitrobenzene groups was optimized. N,N’-Dianthracen-9-yl-methylene thio-carbonohydrazide showed sensitive and selective binding ability for acetate ion among the studied anions. The presence of other competitive anions including F−, H2PO4−, Cl−, Br− and I− did not interfere with the strong binding ability. The mechanism of the host-guest interaction was through multiple hydrogen bonds due to the conformational complementarity and higher basicity. A theoretical investigation explained that intra-molecular hydrogen bonds existed in the compound which could strengthen the anion binding ability. In addition, molecular frontier orbitals in molecular interplay were introduced in order to explain the red-shift phenomenon in the host-guest interaction process. Compounds based on thiourea and anthracene derivatives can thus be used as a chemosensor for detecting acetate ion in environmental and pharmaceutical samples. View Full-Text

Keywords: thiourea derivative; symmetrical structure; chemosensor; theoretical investigation thiourea derivative; symmetrical structure; chemosensor; theoretical investigation





Autor: Xuefang Shang 1,* , Zhenhua Yang 1, Jiajia Fu 2, Peipei Zhao 2 and Xiufang Xu 3

Fuente: http://mdpi.com/



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