A Halogen-Bond-Induced Triple Helicate Encapsulates Iodide.

A Halogen-Bond-Induced Triple Helicate Encapsulates Iodide.
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卤素键诱导的三重螺旋形成碘化物。

DOI:
10.1002/anie.201605440
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发表时间:
2016-09-26
影响因子:
16.6
通讯作者:
Berryman, Orion B.
Berryman, Orion B.
中科院分区:
化学1区
文献类型:
--
作者:
Massena, Casey J.;Wageling, Nicholas B.;Decato, Daniel A.;Rodriguez, Enrique Martin;Rose, Ariana M.;Berryman, Orion B.

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高阶阴离子螺旋酸盐在溶液中的自组装仍然是一个难以实现的目标。在这里,我们提出了第一个三重螺旋封装碘化物在有机和水介质以及固体状态。三重螺旋自组装从三个tricationic芳基乙炔链,类似于一个管状的阴离子通道内衬九个卤素键供体。八个强的碘-碘卤键和许多掩埋的π-表面赋予三链体即使在高温下也具有显着的稳定性。我们认为,单链螺旋的自然上升,使其线性卤素键供体非收敛。因此,卤素键的严格线性是合成多链阴离子螺旋酸酯的有力工具。三个三阳离子的芳基乙炔链自组装形成一个管状的阴离子通道内衬九卤键供体在溶液和固体状态。八个强的碘-碘卤键和许多掩埋的π-表面赋予三链体即使在高温下也具有显着的稳定性。我们假设卤素键的严格线性是合成多链阴离子螺旋酸酯的有力工具。
The self-assembly of higher-order anion helicates in solution remains an elusive goal. Here we present the first triple helicate to encapsulate iodide in organic and aqueous media as well as the solid state. The triple helicate self-assembles from three tricationic arylethynyl strands and resembles a tubular anion channel lined with nine halogen bond donors. Eight strong iodine⋯iodide halogen bonds and numerous buried π-surfaces endow the triplex with remarkable stability even at elevated temperatures. We suggest that the natural rise of a single-strand helix renders its linear halogen bond donors non-convergent. Thus, the stringent linearity of halogen bonding is a powerful tool for the synthesis of multi-strand anion helicates. Three tricationic arylethynyl strands self-assemble to form a tubular anion channel lined with nine halogen bond donors in solution and the solid state. Eight strong iodine⋯iodide halogen bonds and numerous buried π-surfaces endow the triplex with remarkable stability even at elevated temperatures. We hypothesize that the stringent linearity of halogen bonding is a powerful tool for the synthesis of multi-strand anion helicates.
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