Anion receptors with viologen molecular scaffold

作者：Park Jin Joo; Kim Young Hee; Rhim Sol; Kang Jongmin^*

来源：Tetrahedron Letters, 2012, 53(2): 247-252.

DOI：10.1016/j.tetlet.2011.11.040

• Anion receptor
• Charge transfer complex
• Hydrogen bond
• Viologen

We have designed and synthesized new anion receptors 1(2+) and 2(2+). These receptors interact with anions through hydrogen bonds and charge transfer complex depending on the basicity of anion. Therefore, anions with weak basicity such as chloride, bromide, and hydrogen sulfate bound to the receptors 1(2+) and 2(2+) only through hydrogen bonds while anions with strong basicity such as fluoride, acetate and dihydrogen phosphate bound to the receptors 1(2+) and 2(2+) only through charge transfer interactions at UV-vis titration condition (20 mu M). However, in more concentrated H-1 NMR titration condition (2 mM), 1(2+) and 2(2+) decomposed to form the product one of their amide arm is eliminated. As charge transfer complexes showed colorimetric response, they turned out to be efficient naked eye detector for anions with strong basicity such as fluoride, acetate, and dihydrogen phosphate.

• 出版日期2012-1-11