Abstract
Acid-modified mesoporous SiO2 decorated with TiO2 (T-S-ArSO3H) was successfully prepared via the co-condensation of 2-(4-chlorosulfonylphenyl)ethyltrimethoxysilane (CSPTMS) and tetraethyl orthosilicate in the presence of commercially available Sachtleben Hombikat UV100 TiO2 particles. The resulting bifunctional catalyst induced the efficient one-pot photocatalytic conversion of nitroaromatic compounds into polyalkylated quinolines in O2-free alcoholic solutions. In this process, a simultaneous reduction of the nitro compound and an oxidation of the alcohol are induced by the photogenerated electrons and holes, respectively. An imine is then produced upon condensation of the generated aldehyde and amino compounds. The cyclization of the produced imine yielding polyalkylated quinoline was found to be catalyzed by the surface attached arene–SO3H group. The newly synthesized catalyst was characterized by TEM and BET measurements, by FTIR, TGA, as well as by an acid–base titration method.
Published Version
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