Direct assembly of polyarenes via C-C coupling using PIFA/BF 3•Et2O

Enrico Faggi, Rosa M. Sebastián, Roser Pleixats, Adelina Vallribera, Alexandr Shafir, Alejandra Rodríguez-Gimeno, Carmen Ramírez De Arellano

Research output: Contribution to journalArticleResearchpeer-review

39 Citations (Scopus)

Abstract

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. © 2010 American Chemical Society.
Original languageEnglish
Pages (from-to)17980-17982
JournalJournal of the American Chemical Society
Volume132
Issue number51
DOIs
Publication statusPublished - 29 Dec 2010

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