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Intermolecular Desymmetrizing Gold-Catalyzed Yne-Yne Reaction of Push-Pull Diarylalkynes
Vanessa Weingand1, Thomas Wurm1, Vanessa Vethacke1
1Organisch-Chemisches Institut, Heidelberg University, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
Abstract:
Push-pull diaryl alkynes are dimerized in the presence of a cationic gold catalyst. The polarized structure of the applied starting materials enables the generation of a highly reactive vinyl cation intermediate in an intermolecular reaction. Trapping of the vinyl cation by a nucleophilic attack of the electron-poor aryl unit then leads to the selective formation of highly substituted naphthalenes in a single step and in complete atom economy.
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