Multiresponsive Photo-, Solvato-, Acido-, and Ionochromic Schiff Base Probe
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- 作者：Arturo Jim茅nez-S谩nchez ; Norberto Farf谩n ; Rosa Santillan
- 刊名：Journal of Physical Chemistry C
- 出版年：2015
- 出版时间：June 18, 2015
- 年：2015
- 卷：119
- 期：24
- 页码：13814-13826
- 全文大小：695K
- ISSN：1932-7455
文摘
Nonclassical protomeric tautomerism in Schiff bases have the advantage of controlling and differentiating specific interactions in the 鈭扖鈺怤鈥?linkage since its interactions are not governed by keto鈥揺nol tautomerism. Here, we report about the optical properties of a Schiff base probe (P1). X-ray structure analysis evidenced the existence of an intramolecular hydrogen bond which is responsible of a photochromic-fluorescent behavior. The properties of P1 were investigated by UV鈥搗is and fluorescence spectroscopy in solution and solid state. A positive solvatochromism resulting from specific interactions taking place in P1 was studied by three different solvent scales, namely Lippert鈥揗ataga, Kamlet鈥揟aft, and Catal谩n, finding consistent results. Moreover, a strong acidochromic behavior was detected and the pKa and pKa* values were determined, finding a photobasic character. Further, an ionochromic behavior was stablished. P1 exhibits a 位-ratiometric fluorescence response toward Sn(IV) giving a luminescence color change from blue to green, displaying also a chromogenic response. Finally, theoretical calculations were conducted to analyze the probe mechanism in terms of natural transition orbitals (NTOs) and spatial extent of charge transfer excitations. The present contribution focused on the factors determining the ability of a single Schiff base probe to present photo-, solvato-, acido-, and ionochromism.