Fachbereich Chemie, Institut für Organische Chemie , Universität Hamburg , Martin-Luther-King-Platz 6 , 20146 Hamburg , Germany.
biolitec Research GmbH , Otto-Schott-Strasse 15 , 07745 Jena , Germany.
Org Lett. 2019 Jul 19;21(14):5417-5420. doi: 10.1021/acs.orglett.9b01542. Epub 2019 Jul 3.
The use of carbohydrate thiolates for facile, high-yielding, regio- and stereoselective nucleophilic substitution reactions of complex pentafluorophenyl-substituted porphyrinoids is reported. The title reaction has successfully been applied to calix[4]phyrin, calix[6]phyrin, and [28]hexaphyrin substrates. The novel glycoporphyrinoid products with their extraordinary structures and unique photophysical properties are soluble in aqueous solutions and can serve as platforms for applications in biomedicine, catalysis, coordination, or redox chemistry.
本文报道了使用碳水化合物硫醇盐实现复杂五氟苯基取代卟啉衍生物的简便、高产、区域和立体选择性亲核取代反应。该反应已成功应用于杯[4]卟啉、杯[6]卟啉和[28]六卟啉底物。新型糖基卟啉衍生物具有独特的结构和光物理性质，在水溶液中具有良好的溶解性，可作为在生物医药、催化、配位或氧化还原化学等领域应用的平台。
