Theoretical study of thiourea derivatives as chemosensors for fluoride and acetate anions  

作　　者：JIN RuiFa SUN WeiDong 

机构地区：[1]College of Chemistry and Chemical Engineering,Chifeng University,Chifeng 024000,China

出　　处：《Science China Chemistry》2012年第7期1428-1434,共7页中国科学（化学英文版）

基　　金：supported by the Natural Science Foundation of Inner Mongolia Autonomous Region (2011ZD02)

摘　　要：The different interactions between a chemosensor, 1-（naphthalen-2-yl）-3-（6-nitrobenzothiazol-2-yl）-thiourea （1）, and F, acetate （AcO-）, Cl-, and Br- anions have been investigated theoretically at the B3LYP/6-31＋G（d,p） level with the basis set superposition error （BSSE） correction. It was found that the high selectivity of compound 1 for F- can be ascribed to the ability of the anion to deprotonate the N-H fragment of the host sensor, while the chemosensor also has a strong affinity for AcO- by virtue of the formation of a hydrogen-bonded complex. Intramolecular charge transfer （ICT） causes the colorimetric signaling of compound 1 after interaction with F-/AcO. A study of substituent effects suggested that the O/NH- and O/S-substituted derivatives are also expected to be promising candidates for chromogenic F3AcO chemosensors.The different interactions between a chemosensor,1-(naphthalen-2-yl)-3-(6-nitrobenzothiazol-2-yl)-thiourea(1),and F-,acetate(AcO-),Cl-,and Br-anions have been investigated theoretically at the B3LYP/6-31+G(d,p) level with the basis set superposition error(BSSE) correction.It was found that the high selectivity of compound 1 for F-can be ascribed to the ability of the anion to deprotonate the N-H fragment of the host sensor,while the chemosensor also has a strong affinity for AcO-by virtue of the formation of a hydrogen-bonded complex.Intramolecular charge transfer(ICT) causes the colorimetric signaling of compound 1 after interaction with F-/AcO-.A study of substituent effects suggested that the O/NH-and O/S-substituted derivatives are also expected to be promising candidates for chromogenic F-/AcO-chemosensors.

关 键 词：1-（naphthalen-2-yl）-3-（6-nitrobenzothiazol-2-yl）-thiourea chemosensor BSSE （counterpoise） correction intramolecu-lar charge transfer （ICT） atoms in molecules （AIM） 

分 类 号：O657.1[理学—分析化学] O623.543[理学—化学]