Synthesis and liquid membrane transport properties of photolabile molecular clips based on dithiane-spiro-crown ethers.
Synthesis and liquid membrane transport properties of photolabile molecular clips based on dithiane-spiro-crown ethers.
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基于二噻烷-螺冠醚的光不稳定分子夹的合成和液膜传输特性。
DOI：
10.1021/ol016309k
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发表时间：
2001
期刊：
影响因子：
5.2
通讯作者：
Kutateladze,AG
中科院分区：
文献类型：
--
作者：
Barnhurst,LA;Kutateladze,AG
以5，5-二(羟甲基)-1，3-二硫杂环戊烷为原料合成了新型的二硫杂环螺冠醚。这些化合物可以作为构筑基块，通过添加含二酮基系链剂(如间苯二甲醛)来组装耐光性双冠醚。研究发现，与它们的单冠前体不同，这种双齿双冠能够有效地进行液膜传输，例如甲基紫精。这种传输可以通过光化学方式中断，为开发智能光响应膜提供了基础。
Synthesis of novel dithiane-spiro-crown ethers starting from 5,5-di(hydroxymethyl)-1,3-dithiane is developed. These compounds can be used as building blocks to assemble photolabile bis-crown ethers via addition to dicarbonyl-containing tethers, e.g., isophthalic aldehyde. It is found that unlike their mono-crown precursors such bidentate bis-crowns are capable of efficient liquid membrane transport of, for example, methyl viologen. The transport can be interrupted photochemically, providing a basis for developing smart light-responsive membranes.