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基于三并苯的二硼烷的氟阴离子络合:利用弱但可观察到的 C-H⋅⋅⋅F 相互作用。

Fluoride Anion Complexation by a Triptycene-Based Distiborane: Taking Advantage of a Weak but Observable C-H⋅⋅⋅F Interaction.

机构信息

Department of Chemistry, Texas A&M University, College Station, TX, 77843, USA.

出版信息

Angew Chem Int Ed Engl. 2017 Feb 6;56(7):1799-1804. doi: 10.1002/anie.201611009. Epub 2017 Jan 9.

DOI:10.1002/anie.201611009
PMID:28067453
Abstract

Fluoride anion complexation impacts a number of areas ranging from sensing to nucleophilic fluorination chemistry. Described here is a new bidentate Lewis acid consisting of two stiborane units connected by a 1,8-triptycenediyl backbone. This neutral derivative captures fluoride with an unprecedented affinity for a neutral, water-compatible Lewis acid. Structural, spectroscopic and computational studies demonstrate that fluoride anion binding is assisted by the formation of a C-H⋅⋅⋅F hydrogen bond which involves a methine group of the 1,8-triptycenediyl backbone.

摘要

氟离子络合作用影响了许多领域,从传感到亲核氟化化学。这里描述的是一种新的双齿路易斯酸,由两个连接在 1,8-三芴基骨架上的二硼烷单元组成。这种中性衍生物与中性、水溶性路易斯酸具有前所未有的亲和力,可以捕获氟离子。结构、光谱和计算研究表明,氟离子的结合是通过形成 C-H···F 氢键来辅助的,该氢键涉及 1,8-三芴基骨架的亚甲基基团。

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