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The Cross-Dehydrogenation Coupling Reaction Of Aromatic Carboxylic Acids And The Synthesis Of Phenanthridine

Posted on:2017-12-02Degree:MasterType:Thesis
Country:ChinaCandidate:H L ZhangFull Text:PDF
GTID:2311330485964846Subject:Chemistry
Abstract/Summary:PDF Full Text Request
The core of green chemistry is to use inexpensive and readily available compound as a starting material; to short reaction steps; to minimize the generation of waste and improving economy of atoms; and to use mild reaction conditions. Therefore, it is very important to develop new synthetic methods and use mild reaction conditions to improve resource efficiency, energy efficiency and chemistry selectivity. Based on the point of view, this thesis develops two parts of work as follows:1. An efficient and practical synthetic approach towards highly important diaryl acids has been developed for the first time by using a rhodium-catalyzed cross-dehydrogenation coupling of simple aromatic acids. This reaction used carboxyl groups as direct groups, and constructed the C-C bonds from two C-H activation without pre-functionalization with good selectivity. The reaction is environmentally friendly, operationally simple, not sensitive to air, and compatible with water. It's a kind of environmentally friendly and efficient method to synthesize unsymmetric 2,2'-aromatic dicarboxylic acid compounds.2. It proposed a convenient and efficient method for the synthesis of 6-H-phenanthridines from 2'-(2-aminophenyl) benzyl alcohol. This method involves a concise transition-metal-free process with intramolecular condensation and cyclization of amine and alcohol, using potassium hydroxide as base, toluene as solvent, under 100 oC in air for 24 hours. Good yield could be achived.
Keywords/Search Tags:cross-dehydrogenation coupling, rhodium-catalyzed, C-H activation, aqueous-phase reactions, 6-H-phenanthridines
PDF Full Text Request
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