Direct Assembly of Polyarenes via C-C Coupling Using PIFA/BF3 center dot Et2O

作者：Faggi Enrico; Sebastian Rosa M; Pleixats Roser; Vallribera Adelina; Shafir Alexandr^*; Rodriguez Gimeno Alejandra; Ramirez de Arellano Carmen

来源：Journal of the American Chemical Society, 2010, 132(51): 17980-17982.

DOI：10.1021/ja107467c

Direct oxidative Kita-type coupling between naphthalene and substituted benzenes was found to proceed via four-component coupling, leading to a linear tetraarene with a binaphthalene core. The methodology was extendable to the coupling of unfunctionalized 1,1'-binaphthalene with mesitylene to give a linear hexaarene product in a remarkably chemoselective manner in 87% yield. The method represents an attractive alternative to the traditional syntheses of related oligonaphthalene products via a sequence of metal-catalyzed cross-coupling steps.

• 出版日期2010-12-29