Bunchuay Thanthapatra, Docker Andrew, Martinez-Martinez Antonio J, Beer Paul D
Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK.
Current address: Faculty of Science, Mahidol University, 272 Rama IV Road, Ratchathewi District, Bangkok, 10400, Thailand.
Angew Chem Int Ed Engl. 2019 Sep 23;58(39):13823-13827. doi: 10.1002/anie.201907625. Epub 2019 Aug 19.
The covalent attachment of electron deficient perfluoroaryl substituents to a bis-iodotriazole pyridinium group produces a remarkably potent halogen bonding donor motif for anion recognition in aqueous media. Such a motif also establishes halogen bonding anion templation as a highly efficient method for constructing a mechanically interlocked molecule in unprecedented near quantitative yield. The resulting bis-perfluoroaryl substituted iodotriazole pyridinium axle containing halogen bonding [2]rotaxane host exhibits exceptionally strong halide binding affinities in competitive 50 % water containing aqueous media, by a factor of at least three orders of magnitude greater in comparison to a hydrogen bonding rotaxane host analogue. These observations further champion and advance halogen bonding as a powerful tool for recognizing anions in aqueous media.
缺电子全氟芳基取代基与双碘代三唑吡啶鎓基团的共价连接产生了一种在水性介质中用于阴离子识别的极其有效的卤素键供体基序。这样的基序还确立了卤素键阴离子模板化作为一种以前所未有的近定量产率构建机械互锁分子的高效方法。所得含卤素键的双全氟芳基取代碘代三唑吡啶鎓轴[2]轮烷主体在含50%水的竞争性水性介质中表现出异常强的卤化物结合亲和力，与氢键轮烷主体类似物相比，其亲和力至少高三个数量级。这些观察结果进一步支持并推动了卤素键作为在水性介质中识别阴离子的有力工具的发展。
