Mullaney Benjamin R, Partridge Benjamin E, Beer Paul D
Chemistry Research Laboratory, Department of Chemistry, University of Oxford, Mansfield Rd, Oxford, OX1 3TA (UK).
Chemistry. 2015 Jan 19;21(4):1660-5. doi: 10.1002/chem.201405578. Epub 2014 Nov 19.
A systematic study on the anion-binding properties of acyclic halogen- and hydrogen-bonding bis-triazolium carbazole receptors is described. The halide-binding potency of halogen-bonding bis-iodotriazolium carbazole receptors was found to be far superior to their hydrogen-bonding bis-triazolium-based analogues. This led to the synthesis of a mixed halogen- and hydrogen-bonding rotaxane host containing a bis-iodotriazolium carbazole axle component. The rotaxane's anion recognition properties, determined by (1)H NMR titration experiments in a competitive aqueous solvent mixture, demonstrated the preorganised halogen-bonding interlocked host cavity to be halide-selective, with a strong binding affinity for bromide.
本文描述了对无环卤素键和氢键双三唑鎓咔唑受体阴离子结合性质的系统研究。发现卤素键双碘代三唑鎓咔唑受体的卤化物结合能力远优于其基于氢键的双三唑类似物。这促使合成了一种含有双碘代三唑鎓咔唑轴组件的混合卤素键和氢键轮烷主体。通过在竞争性水性溶剂混合物中的¹H NMR滴定实验确定的轮烷阴离子识别性质表明，预组织的卤素键互锁主体腔对卤化物具有选择性，对溴化物具有很强的结合亲和力。
