Bulky Bipyridine-Type Ligand-Enabled para-Selective C–H Borylation of Aromatic Compounds

IR (HANDLE) Open Access
  • Enta, Taisei
    Department of Interdisciplinary Engineering Sciences, Interdisciplinary Graduate School of Engineering Sciences, Kyushu University
  • Yoshino, Genki
    Department of Interdisciplinary Engineering Sciences, Interdisciplinary Graduate School of Engineering Sciences, Kyushu University
  • Kuninobu, Yoichiro
    Institute for Materials Chemistry and Engineering, Kyushu University Department of Interdisciplinary Engineering Sciences, Interdisciplinary Graduate School of Engineering Sciences, Kyushu University

Description

We successfully developed a para-selective C–H borylation of aromatic compounds using iridium catalysts with bulky bipyridine-type ligands. The key to success is the introduction of bulky substituents (m-terphenyl groups) at the 4- and 4′-positions of the bipyridine-type ligands to sterically protect both sides and back of the catalysts, thereby efficiently preventing substrate orientation that gives ortho- and meta-borylated products. Using these ligands, higher para-selectivity was achieved compared to the conventional iridium-catalyzed para-selective C–H borylation. Interestingly, high para-selectivity was achieved even when using aromatic compounds with small substituents such as ethyl or isopropyl groups on the aro-matic ring.

Journal

  • ChemRxiv

    ChemRxiv 2025-03-20

    Cambridge University Press

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Details 詳細情報について

  • CRID
    1050585407778261632
  • ISSN
    25732293
  • HANDLE
    2324/7347382
  • Text Lang
    en
  • Article Type
    journal article
  • Data Source
    • IRDB

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