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首页> 外文期刊>The Journal of Organic Chemistry >Dissecting the complex recognition interfaces of potent tetrazole- and pyrrole-based anion binders
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Dissecting the complex recognition interfaces of potent tetrazole- and pyrrole-based anion binders

机译：剖析有效的基于四唑和吡咯的阴离子粘合剂的复杂识别界面

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摘要

Tetrazoles are potent anion binders. We report here a new family of tetrazole-pyrrole-amide hosts that arise when a tetrazole is incorporated as a new binding element alongside the well-known amidopyrrole anion-binding scaffold. In addition to reporting three new, modular synthetic routes that can be used to access these structures, we also report that the new hosts are highly potent binders of chloride. Along the way, we carried out studies of a pyrrole ester control compound that, surprisingly, bound anions almost as strongly as did the amide analogues. This led us to investigate further the relative importance of the amide NH in halide binding. We report that, despite the regular appearance of this close amide NH - -Cl contact in calculated and experimental X-ray structures, the amide NH in this family of anion hosts does not hydrogen bond strongly to chloride in solution.
机译：四唑是有效的阴离子粘合剂。我们在这里报告了一个新的四唑-吡咯-酰胺宿主家族，当四唑作为新的结合元素与众所周知的酰胺基吡咯阴离子结合支架结合在一起时，就会出现。除了报告可用于访问这些结构的三种新的模块化合成路线外，我们还报告新的主体是高效的氯离子结合剂。在此过程中，我们进行了吡咯酯控制化合物的研究，令人惊讶的是，该化合物几乎与酰胺类似物一样牢固地结合了阴离子。这使我们进一步研究了酰胺NH在卤化物结合中的相对重要性。我们报告说，尽管在计算和实验的X射线结构中经常出现这种紧密的酰胺NH--Cl接触，但该阴离子宿主家族中的酰胺NH并不能与溶液中的氯牢固地形成氢键。

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