Synthesis of 1, 3, 5-Triarylbenzenes, Using CuCl₂ as a New Catalyst

摘要

Among the aromatic ketones, aceto phenone and its various substituted derivatives have been studied since early 20^th century. This ketone can perform the self condensation reaction and produces trimmer having an aromatic ring of 1,3,5-triphenyl benzene (T.P.B) with general formula of C₂₄H₁₈. In this research, the compounds 1,3,5-triphenyl benzene and 1,3,5-tris (2-naphthyl) benzene are synthesized via self condensation of acetophenone and 2-aceto naphthalene respectively, using Cu²⁺(CuCl₂) as a new catalyst. Catalyst of copper(II) chloride is a very suitable catalyst and comparing to the other ones is cheaper, abundant and very facile to use in these condensation reactions for the synthesis of trimmers. Since Cu²⁺ has empty p and d orbitals, therefore, CuCl₂ acts as a good Lewis acid. Further, the catalyst is a good electron transfer oxidative reagent, therefore it is very useful catalyst for self-condensation of ketones. This method seems to be general for the synthesis of other derivatives of 1,3,5-triarylbenzene using various ketone derivatives. These trigonal molecules may be converted to flexible clathrates or nano cage molecules, which are highly promising for the separation and chemical transformation.