阴离子响应的 TTF appended 杯[4]芳烃。两种不同构象体的合成与研究。
Anion responsive TTF-appended calix[4]arenes. Synthesis and study of two different conformers.
机构信息
Department of Chemistry, Korea University, Seoul, Korea.
出版信息
J Org Chem. 2011 Feb 4;76(3):870-4. doi: 10.1021/jo1021713. Epub 2010 Dec 31.
Two new cone- and 1,3-alternate-calix[4]arenes (cone-1 and 1,3-alt-1), bearing four modified TTF (tetrathiafulvalene) substituents on the upper rim, have been synthesized. The binding ability of these two sets of conformers for various anions, including F(-), Cl(-), Br(-), I(-), PF6(-), ClO4(-), HSO4(-), CH3COO(-), H2PO4(-), and HP2O7(3-), was tested in organic media by monitoring the changes in their UV/vis and (1)H NMR spectra as a function of added anion, as well as via cyclovoltammetry (CV) (all anions studied as their respective TBA salts). On the basis of the present findings, we propose that incorporation of four TTF units within an overall calix[4]arene-based recognition framework produces a preorganized receptor system that displays a modest preference for the pyrophosphate (HP2O7(3-)) anion.
两个新的锥形和 1,3-交替杯[4]芳烃（锥形 1 和 1,3-alt-1），在上缘带有四个改性 TTF（四硫富瓦烯）取代基，已被合成。这两组构象体对各种阴离子的结合能力，包括 F(-)、Cl(-)、Br(-)、I(-)、PF6(-)、ClO4(-)、HSO4(-)、CH3COO(-)、H2PO4(-)和 HP2O7(3-)，在有机溶剂中通过监测其 UV/vis 和 (1)H NMR 光谱随外加阴离子的变化以及通过循环伏安法 (CV)（研究了所有阴离子作为其各自的 TBA 盐）进行了测试。基于目前的发现，我们提出在整个杯[4]芳烃基识别框架内引入四个 TTF 单元会产生一个预组织的受体系统，该系统对焦磷酸盐 (HP2O7(3-))阴离子表现出适度的偏好。
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