Department of Chemistry, Yasouj University, Yasouj 75918-74831, Iran.
Department of Chemistry, Yasouj University, Yasouj 75918-74831, Iran.
J Colloid Interface Sci. 2017 Aug 1;499:120-127. doi: 10.1016/j.jcis.2017.03.084. Epub 2017 Mar 25.
A noble alkyl-imidazolium ionic liquid based organosilica supported Fe/meso-tetrakis(4-sulfonatophenyl)porphyrin complex (ILOS@Fe/TSPP) is prepared, characterized and its catalytic efficiency is studied in the unsymmetrical Hantzsch reaction. The ILOS@Fe/TSPP was prepared by hydrolysis and co-condensation of 1,3-bis(3-trimethoxysilylpropyl)imidazolium chloride under acidic conditions followed by treatment with Fe/meso-tetrakis(4-sulfonatophenyl)porphyrin complex at ambient temperature. The material was characterized with TGA, EDX, SEM, TEM, XRD and DRIFT analyses. The ILOS@Fe/TSPP was successfully applied as powerful catalyst in the Hantzsch reaction for the preparation of a set of different derivatives of polyhydroquinolines in high to excellent yields. This catalyst was recovered and reused several times without important decrease in its activity. Furthermore, compared to the classical studies, this study consistently demonstrated the advantages of low catalyst loading, free-solvent media, short reaction times and simple purification of products.
一种基于烷基咪唑鎓的新型有机硅负载型 Fe/间四(4-磺酸钠苯基)卟啉配合物(ILOS@Fe/TSPP)被制备、表征，并研究了其在不对称 Hantzsch 反应中的催化效率。ILOS@Fe/TSPP 通过在酸性条件下 1,3-双(3-三甲氧基硅丙基)咪唑𬭩氯化物的水解和共缩合，然后在室温下与 Fe/间四(4-磺酸钠苯基)卟啉配合物反应制得。采用 TGA、EDX、SEM、TEM、XRD 和 DRIFT 分析对其进行了表征。ILOS@Fe/TSPP 成功地用作 Hantzsch 反应中的有力催化剂，用于制备一系列不同的多氢喹啉衍生物，产率高至优异。该催化剂经过多次回收和重复使用，活性没有明显下降。此外，与经典研究相比，本研究一致证明了低催化剂负载量、无溶剂介质、短反应时间和产物简单纯化的优势。
