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.
中科院分区:
文献类型:
--
作者:
Massena, Casey J.;Wageling, Nicholas B.;Decato, Daniel A.;Rodriguez, Enrique Martin;Rose, Ariana M.;Berryman, Orion B.
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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