ortho-Directing Chromium Arene Complexes as Efficient Mediators for Enantiospecific C(sp2)–C(sp3) Cross-Coupling Reactions

Raphael Bigler, Varinder Aggarwal

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

5 Citations (Scopus)
177 Downloads (Pure)

Abstract

A new strategy for the coupling of a broad scope of electronically diverse aromatics to boronic esters is reported. The coupling sequence, which relies on the directed ortho-lithiation of chromium arene complexes followed by boronate formation and oxidation, occurs with complete ortho-selectivity and enantiospecificity to give the coupling products in excellent yields and with high functional group tolerance. An intermediate chromium arene boronate complex was characterized by X-ray, NMR, and IR experiments to elucidate the reaction mechanism.
Original languageEnglish
Pages (from-to)1082–1086
Number of pages5
JournalAngewandte Chemie - International Edition
Volume57
Issue number4
Early online date16 Jan 2018
DOIs
Publication statusPublished - Jan 2018

Keywords

  • aromatics
  • arylation
  • boronic esters
  • chromium
  • cross-coupling

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