School of Chemistry and ‡Advanced Centre of Research in High Energy Materials, University of Hyderabad , Hyderabad 500046, India.
Org Lett. 2015 Sep 4;17(17):4140-3. doi: 10.1021/acs.orglett.5b01866. Epub 2015 Aug 27.
Four new calix[4]pyrroles with the shortest possible strap so far through ortho-linking of the aromatic unit have been synthesized, including a naphthalene-derived fluorescent receptor. They show exclusive selectivity toward the fluoride ion as confirmed by (1)H NMR, isothermal titration calorimetry, and fluorescence spectroscopic study. Anion affinity could also be modulated further via functionalization at the strap. Computational analysis displays calix[4]pyrroles binding to fluoride ion in a very unusual 1,3-alternate conformation where the anion resides on the opposite side of the strap.
四种新型杯[4]吡咯通过芳香单元的邻位连接,迄今为止已经合成了具有最短可能带的杯[4]吡咯,包括萘衍生的荧光受体。通过(1)H NMR、等温滴定量热法和荧光光谱研究证实,它们对氟离子具有独特的选择性。通过在带上进行功能化,还可以进一步调节阴离子亲和力。计算分析显示杯[4]吡咯与氟离子以非常不寻常的 1,3-交替构象结合,其中阴离子位于带的相反侧。