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Development of self-organized materials using anion-controllable interaction

利用阴离子可控相互作用开发自组织材料

基本信息

批准号：
18550116
负责人：
KUBO Yuji
金额：
$ 2.68万
依托单位：
Saitama University
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (C)
财政年份：
2006
资助国家：
日本
起止时间：
2006 至 2007
项目状态：
已结题

项目摘要

We briefly summarized the research on the title. 1) Self-organized anion sensors with alizarins as a reporter As our on-going project for developing chemosensors for the detection of chemically and biologically important anions, we synthesized several phenylboronic acid derivatives which act as a receptor moiety. The combination of it with catecholcontained alizarins as a reporter unit allows us to propose self-organized sensor systems. A self-organized fluorescent sensor consisting of alizarin and o-aminomethylphenylboronic acid shows a highly selective fluoride ion-response in H_2O-MeOH (1: 4 w/w) at pH 5.5. On another front, Zn^<II>-DPA (DPA = dipicolylamine)-appended phenylboronic acid forms an assembly with alizarin-dye under neutral conditions. Addition of pyrophosphate (Ppi) causes reorganization of the complex to produce an alternative boronate ester assembly and caused an increase in fluorescence. The related bis (Zn^<II>-DPA)-appended phenylboronic acid - ARS (alizarin red S) ensemble exhibited a selective response for phytate. 2) Ion-pair driven molecular capsule Taken advantage of reversible boronate esterification we have developed the ion pair-driven heterodimeric capsule formation of a cyclotricatechylene 1 and a boronic acid-appended hexahomotrioxacalix [3] arene 2. Although 1 does not interact with 2 in a protic solution, in the presence of Et4NAcO quantitative formation of a heterodimeric capsule via boronate esterification was observed in the NMR containing ^1H, ^1H ROESY and DOSY, a direct result of anion-induced boronate ester formation and the Et_4N^+ template. Reversible boronate esterification allowed us to selectively control capsule assembly using pH switching.

我们对题目的研究进行了简要的总结。1)以芫花素为报告源的自组织阴离子传感器作为我们正在进行的化学传感器的开发项目，用于检测化学和生物学上重要的阴离子，我们合成了几种苯硼酸衍生物作为受体片段。将其与含儿茶酚的葱黄素结合作为报告单元，使我们能够提出自组织的传感器系统。由茜素和邻氨基甲基苯基硼酸组成的自组织荧光传感器在pH为5.5的h2o - meoh （1:4 w/w）中具有高度选择性的氟离子响应。另一方面，Zn^<II>-DPA （DPA =二聚胺）附加苯硼酸在中性条件下与茜素染料形成组装体。焦磷酸盐（Ppi）的加入引起配合物的重组，产生替代的硼酸酯组装，并引起荧光的增加。相关的bis (Zn^<II>- dpa)-附加苯硼酸- ARS（茜素红S）系对植酸具有选择性响应。离子对驱动分子胶囊利用可逆硼酸酯化反应，我们开发了离子对驱动异二聚体胶囊，形成了环三烯1和硼酸附加的六同三羧酸芳烃2。虽然1在质子溶液中不与2相互作用，但在Et4NAcO存在下，在含有^1H， ^1H ROESY和DOSY的NMR中观察到通过硼酸酯酯化定量形成异二聚体胶囊，这是阴离子诱导的硼酸酯形成和Et_4N^+模板的直接结果。可逆硼酸酯化使我们能够选择性地控制胶囊组装使用pH开关。