2,2鈥?Diaminoazo-benzene, a potential scaffold for the synthesis of bis-ureas and thioureas: Solution phase anion sensing and binding studies

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• 作者：Bhaskar Garg¹  ; [Author Vitae] ; Tanuja Bisht²  ; [Author Vitae] ; Shive Murat Singh Chauhan ; ^{smschauhan@chemistry.du.ac.in}  ; [Author Vitae]
• 关键词：Anion binding ; Colorimetric sensors ; 2 ; 2&prime ; -Diaminoazo-benzene ; Deprotonation ; Bis-urea/thioureas
• 刊名：Sensors and Actuators B ; Chemical
• 出版年：2012
• 期刊代码：161_09254005
• 类别：et
• 出版时间：20 June, 2012
• 卷：168
• 期：Complete
• 页码：318-328
• 文件大小：1706 K

摘要

The synthesis and anion interaction studies of four novel (thio)ureas, based on 2,2鈥?diaminoazo-benzene, are reported. The synthesized (thio)ureas exhibited significant colorimetric responses upon the addition of most basic F^{鈭?/sup>, H₂PO₄鈭?/sup> and AcO鈭?/sup> in DMSO. These color changes which are brought about through either H-bonding to, or deprotonation of, were clearly visible to the naked eye and were reversed upon addition of protic solvents. Interestingly, each of these anions gave rise to the unique changes in the absorption spectra which can be considered as being a 鈥榝ingerprint鈥?identity for each of them. A 1:2 host/guest stoichiometry was determined by the continuous variation method. Furthermore, the thioureas with nitro-substituted aryl rings underwent deprotonation in the presence of highly basic F鈭?/sup>.}