School of Chemistry (F11), The University of Sydney , NSW 2006, Australia.
Org Lett. 2013 Nov 15;15(22):5638-41. doi: 10.1021/ol402500q. Epub 2013 Oct 29.
The synthesis and photophysical properties of four squaramide based fluorescent anion sensors (1-4) are described. These luminescent compounds showed selectivity for Cl(-) over various other anions with concomitant changes in both their UV/visible and fluorescence properties upon Cl(-) addition, attributed to initial H-bonding followed by NH deprotonation in the presence of excess Cl(-), signaled by a color change. The nature of the electron withdrawing aryl substituents is directly related to the H-bonding ability/acidity of the squaramide protons and can be used to tune the deprotonation behavior.
本文描述了四种基于双脒的荧光阴离子传感器（1-4）的合成和光物理性质。这些发光化合物对 Cl(-) 具有选择性，而对其他各种阴离子则没有选择性，并且在 Cl(-) 存在下，其紫外/可见和荧光性质都发生了变化，这归因于初始的氢键形成，然后在过量 Cl(-)存在下 NH 去质子化，这一过程伴随着颜色的变化。吸电子芳基取代基的性质与脒质子的氢键形成能力和酸度直接相关，可用于调节去质子化行为。
