A new indole incorporated chemosensor exhibiting selective colorimetric and fluorescence ratiometric signaling of fluoride

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• 作者：Sabir H. Mashraqui ; ^{sh_mashraqui@yahoo.com} ; Sushil S. Ghorpade ; Sapna Tripathi ; Smita Britto
• 关键词：Indole-incorporated chemosensor ; Synthesis ; Internal charge transfer ; UV&ndash ; visible ; Fluorescence ; Ratiometric analysis ; Fluoride selective
• 刊名：Tetrahedron Letters
• 出版年：2012
• 出版时间：15 February, 2012
• 年：2012
• 卷：53
• 期：7
• 页码：765-768
• 全文大小：411 K

文摘

We have synthesized an internal charge transfer based chemosensor, Q-1 utilizing ¦Ð-rich indole as the H-donor and the cyano-quinazolinone ring as the ¦Ð-acceptor. The probe is the first example of an indole incorporated receptor that exhibits both absorbance and emission red shifts in the presence of fluoride, offering dual naked eye detection (yellow to red) as well as fluorescence ratiometric capability. The ¹H NMR study supports the F^{?/sup>-induced deprotonation of the indole N-H bond, a process that significantly perturbs both the ground as well as the excited states of the probe via the electronic charge shift. It is noteworthy that in contrast to fluoride, the commonly competing AcO?/sup> and as well as , Cl?/sup>, Br?/sup>, I?/sup>, and SCN?/sup> induced none or relatively negligible optical perturbation even at significantly higher concentrations.}