Berryman Orion B, Johnson Darren W
Department of Chemistry and Materials Science Institute, University of Oregon, Eugene, OR 97403-1253, USA.
Chem Commun (Camb). 2009 Jun 14(22):3143-53. doi: 10.1039/b823236a. Epub 2009 Apr 9.
This feature article summarizes our research aimed at using electron-deficient aromatic rings to bind anions in the context of complementary research in this active field. Particular attention is paid to the different types of interactions exhibited between anions and electron-deficient arenes in solution. The 120+ references cited in this article underscore the flurry of recent activity by numerous researchers in this field, which was relatively nascent when our efforts began in 2005. While the interaction of anions with electron-deficient aromatic rings has recently garnered much attention by supramolecular chemists, the observation of these interactions is not a recent discovery. Therefore, we begin with a historical perspective on early examples of anions interacting with electron-deficient arenes. An introduction to recent (and not so recent) computational investigations concerning anions and electron-deficient aromatic rings as well as a brief structural survey of crystalline examples of this interaction are provided. Finally, the limited solution-based observations of anions interacting with electron-deficient aromatic rings are summarized to introduce our current investigations in this area. We highlight three different systems from our lab where anion-arene interactions have been investigated. First, we show that tandem hydrogen bonds and anion-arene interactions augment halide binding in solution. Second, a crystallographic and computational study highlights the multiple types of interactions possible between anions and electron-deficient arenes. Third, we summarize the first example of a class of designed receptors that emphasize the different types of anion-arene interactions possible in solution.
这篇专题文章总结了我们旨在利用缺电子芳香环在这一活跃领域的互补研究背景下结合阴离子的研究。特别关注了溶液中阴离子与缺电子芳烃之间表现出的不同类型的相互作用。本文引用的120多篇参考文献突显了众多研究人员近期在该领域的研究热潮，当我们在2005年开始努力时，这个领域还相对新生。虽然阴离子与缺电子芳香环的相互作用最近受到了超分子化学家的广泛关注，但这些相互作用的发现并非近期之事。因此，我们从阴离子与缺电子芳烃相互作用的早期例子的历史视角开始。提供了关于阴离子和缺电子芳香环的近期（以及不那么近期的）计算研究的介绍，以及这种相互作用的晶体学实例的简要结构概述。最后，总结了基于溶液的阴离子与缺电子芳香环相互作用的有限观察结果，以介绍我们目前在该领域的研究。我们重点介绍了我们实验室研究阴离子 - 芳烃相互作用的三个不同系统。首先，我们表明串联氢键和阴离子 - 芳烃相互作用增强了溶液中的卤化物结合。其次，一项晶体学和计算研究突出了阴离子与缺电子芳烃之间可能存在的多种相互作用类型。第三，我们总结了一类设计受体的首个例子，这类受体强调了溶液中可能存在的不同类型的阴离子 - 芳烃相互作用。
