Rigidly Tethered Bis-phosphoric Acids: Generation of Tunable Chiral Fluorescent Frameworks and Unexpected Selectivity for the Detection of Ferric Ions.
Rigidly Tethered Bis-phosphoric Acids: Generation of Tunable Chiral Fluorescent Frameworks and Unexpected Selectivity for the Detection of Ferric Ions.
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DOI：
10.1002/chem.201700954
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发表时间：
2017-07
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影响因子：
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通讯作者：
Frescilia Octa-Smolin;R. Mitra;Maike Thiele;C. Daniliuc;L. Stegemann;C. Strassert;J. Niemeyer
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作者：
Frescilia Octa-Smolin;R. Mitra;Maike Thiele;C. Daniliuc;L. Stegemann;C. Strassert;J. Niemeyer
我们描述了一系列双磷酸（R，R）-1 a-d的直接合成，具有两个手性1,1'-联萘磷酸单元，它们由刚性的π共轭连接剂连接。连接体的性质对双磷酸的性质有深远的影响，如它们的自缔合行为和与金属离子的相互作用。这导致鉴定出一种优选的双磷酸（R，R）-1 d，在铁离子（Fe3+）存在下显示出选择性荧光猝灭。因此，（R，R）-1 d可以应用于Fe3+的检测，即使存在多种其他金属离子。双磷酸的手性使得与Fe3+的相互作用可以通过CD光谱来跟踪，从而提供了使用相同探针的互补检测模式。
We describe the straightforward synthesis of a series of bis-phosphoric acids (R,R)-1 a-d, featuring two chiral 1,1'-binaphthyl-phosphoric acid units that are tethered by rigid, π-conjugated linkers. The nature of the linker has a profound influence on the properties of the bis-phosphoric acids, such as their self-association behavior and their interaction with metal ions. This led to the identification of one preferred bis-phosphoric acid (R,R)-1 d, which shows selective fluorescence quenching in the presence of ferric ions (Fe3+ ). Thus, (R,R)-1 d could be applied for the detection of Fe3+ , even in the presence of a variety of other metal ions. The chiral nature of the bis-phosphoric acid enables the interaction with Fe3+ to be followed by CD spectroscopy, providing a complementary detection mode with the same probe.