Arynes and Their Precursors from Arylboronic Acids via Catalytic C–H Silylation

Karthik Devaraj, Fredric J.L. Ingner, Carina Sollert, Paul J. Gates, Andreas Orthaber, Lukasz T. Pilarski*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

9 Citations (Scopus)
228 Downloads (Pure)

Abstract

A new, operationally simple approach is presented to access arynes and their fluoride-activated precursors based on Ru-catalyzed C-H silylation of arylboronates. Chromatographic purification may be deferred until after aryne capture, rendering the arylboronates de facto precursors. Access to various new arynes and their derivatives is demonstrated, including – for the first time – those based on a 2,3-carbazolyne and 2,3-fluorenyne core, which pave the way for novel derivatizations of motifs relevant to materials chemistry.
Original languageEnglish
Pages (from-to)5863-5871
Number of pages9
JournalJournal of Organic Chemistry
Volume84
Issue number9
Early online date5 Mar 2019
DOIs
Publication statusPublished - 3 May 2019

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