Enantioselective Gel Collapsing: A New Means of Visual Chiral Sensing
Enantioselective Gel Collapsing: A New Means of Visual Chiral Sensing
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DOI：
10.1021/ja102480t
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发表时间：
2010-06-02
影响因子：
15
通讯作者：
Pu, Lin
中科院分区：
文献类型：
--
作者：
Chen, Xi;Huang, Zeng;Pu, Lin
合成了一种具有光学活性的BINOL-三联吡啶Cu（II）配合物（R）-2。在CHCl 3中超声处理（R）-2导致形成稳定的凝胶。研究了该凝胶与手性氨基醇的相互作用。发现（S）-苯基甘氨醇（0.10当量）可以破坏（R）-2（3.75%w/v，g/mL）在CHCl 3中的凝胶网络，引起凝胶塌陷，但（R）-苯基甘氨醇（0.10当量）不能。用（R）-和（S）-1-氨基-2-丙醇也观察到类似的对映选择性凝胶塌陷。这项研究表明，手性分子凝胶是潜在的有用的视觉手性识别。配合物（R）-2在溶液中也表现出显着的对映体选择性的荧光增强在各种氨基醇的存在下。
An optically active BINOL-terpyridine based Cu(II) complex (R)-2 was prepared. Sonication of (R)-2 in CHCl3 led to the formation of a stable gel. The interaction of this gel with chiral amino alcohols was studied. It was found that (S)-phenylglycinol (0.10 equiv) could break the gel network of (R)-2 (3.75% w/v, g/mL) in CHCl3 to cause gel collapsing but (R)-phenylglycinol (0.10 equiv) could not. Similar enantioselective gel collapsing was also observed with (R)- and (S)-1-amino-2-propanol. This study demonstrates that chiral molecular gels are potentially useful for visual chiral discrimination. Complex (R)- 2 in solution also exhibited significant enantioselective fluorescent enhancement in the presence of a variety of amino alcohols.