Polar Effect on the Stacking Interaction between a Zinc Complex of an Anionic Porphyrin and Anionic Aromatics
作者:Koji Kano、Shiho Kobayashi
DOI:10.1246/bcsj.76.2027
日期:2003.10
20-tetrakis(p-sulfonatophenyl)porphyrin (ZnTPPS), anthraquinone-2-sulfonate (AQS) and -2,6-disulfonate (AQDS) formed stable molecular complexes with ZnTPPS in aqueous solution. Such results suggest the polar effect on the stacking interaction between aromatic compounds. Molecular complexation of ZnTPPS was further studied using mono-substituted benzoate anions as the partners by means of 1H NMR spectroscopy
尽管 2-蒽磺酸盐不与 5,10,15,20-四(对磺基苯基)卟啉 (ZnTPPS) 的锌络合物相互作用,但形成了蒽醌-2-磺酸盐 (AQS) 和 -2,6-二磺酸盐 (AQDS)在水溶液中与 ZnTPPS 形成稳定的分子复合物。这些结果表明对芳香族化合物之间堆积相互作用的极性影响。使用单取代苯甲酸阴离子作为伙伴,通过 1 H NMR 光谱进一步研究了 ZnTPPS 的分子络合。苯甲酸酯的吸电子基团稳定了络合物,而给电子基团抑制了络合。这些结果表明,通过吸电子基团减少静电排斥对于通过伦敦分散力形成 ZnTPPS 和阴离子芳烃的稳定分子复合物很重要。