Recognition and Sensing of Biologically Relevant Anions in Alcohol and Mixed Alcohol鈥揂queous Solutions Using Charge Neutral Cleft-Like Glycol-Derived Pyridyl鈥揂midothiourea Receptors

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• 作者：Rebecca M. Duke ; Thomas McCabe ; Wolfgang Schmitt ; Thorfinnur Gunnlaugsson
• 刊名：The Journal of Organic Chemistry
• 出版年：2012
• 出版时间：April 6, 2012
• 年：2012
• 卷：77
• 期：7
• 页码：3115-3126
• 全文大小：572K
• 年卷期：v.77,no.7(April 6, 2012)
• ISSN：1520-6904

文摘

In this paper, the synthesis and the spectroscopic investigation of new colorimetric receptors for anions 3鈥?b>6, possessing a glycol chain at the 4-position of the pyridyl ring, and 1 and 2, which lack such a chain, and the X-ray crystal structure of 2 is presented. Structures 3鈥?b>6 are able to bind to anions in competitive media, such as alcohol or in a mixture of methanol and water, where the anion recognition gives rise to changes in the absorption spectra, which is red-shifted, in 1:1 or 1:2 (sensor/anion) stoichiometry. The anion recognition for 1 and 2 was also investigated in organic solvents and in a 4:1 mixture of DMSO/H₂O. The binding of 1 to anions such as acetate, phosphate, and fluoride was also evaluated using ¹H NMR in DMSO-d₆.