Chemistry Research Laboratory, Department of Chemistry, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK.
Chemistry. 2021 Oct 19;27(58):14550-14559. doi: 10.1002/chem.202102493. Epub 2021 Sep 6.
Anion receptors employing two distinct sensory mechanisms are rare. Herein, we report the first examples of halogen-bonding porphyrin BODIPY [2]rotaxanes capable of both fluorescent and redox electrochemical sensing of anions. H NMR, UV/visible and electrochemical studies revealed rotaxane axle triazole group coordination to the zinc(II) metalloporphyrin-containing macrocycle component, serves to preorganise the rotaxane binding cavity and dramatically enhances anion binding affinities. Mechanically bonded, integrated-axle BODIPY and macrocycle strapped metalloporphyrin motifs enable the anion recognition event to be sensed by the significant quenching of the BODIPY fluorophore and cathodic perturbations of the metalloporphyrin P/P redox couple.
采用两种不同感觉机制的阴离子受体较为罕见。在此，我们报道首例能够同时进行荧光和氧化还原电化学检测阴离子的卤键合卟啉 BODIPY [2]轮烷。1H NMR、UV/可见和电化学研究表明轮烷轴三唑基团与含锌（II）金属卟啉的大环组件配位，用于预组织轮烷结合腔，并显著提高阴离子结合亲和力。机械键合的、集成轴的 BODIPY 和大环固定的金属卟啉基序使得阴离子识别事件能够通过 BODIPY 荧光团的显著猝灭和金属卟啉 P/P 氧化还原对的阴极扰动来感知。
