Jump to main content
Jump to site search
Publishing
Advanced


An anthranilamide-substituted borane [H–B(aam)]: its stability and application to iridium-catalyzed stereoselective hydroboration of alkynes

Hiroto Yoshida,*a  Miki Kimura,a  Hideya Tanaka,a  Yuya Murashige,a  Ikuo Kageyukia  and  Itaru Osakaa 
Author affiliations

* Corresponding authors

a Department of Applied Chemistry, Graduate School of Engineering, Hiroshima University, Higashi-Hiroshima 739-8527, Japan
E-mail: yhiroto@hiroshima-u.ac.jp
Tel: +81-82-424-7724

Abstract

A new anthranilamide-substituted borane [H–B(aam)] was synthesized and found to serve as a stable, easy-to-handle substitute for H–B(pin). It was applied to the direct synthesis of diverse linear (E)-alkenyl–B(aam)s via regio- and stereoselective hydroboration of terminal alkynes under iridium catalysis. A boryliridium hydride complex arising from the oxidative addition of H–B(aam) to the Ir catalyst was isolated and characterized via NMR studies.

Graphical abstract: An anthranilamide-substituted borane [H–B(aam)]: its stability and application to iridium-catalyzed stereoselective hydroboration of alkynes

Back to tab navigation
Download options Please wait...

Supplementary files

Publication details

The article was received on 12 Mar 2019, accepted on 02 Apr 2019 and first published on 02 Apr 2019


Article type: Communication
DOI: 10.1039/C9CC02002K
Citation: Chem. Commun., 2019, Advance Article

  •   Request permissions

    An anthranilamide-substituted borane [H–B(aam)]: its stability and application to iridium-catalyzed stereoselective hydroboration of alkynes

    H. Yoshida, M. Kimura, H. Tanaka, Y. Murashige, I. Kageyuki and I. Osaka, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC02002K

    If you are not the author of this article and you wish to reproduce material from it in a third party non-RSC publication you must formally request permission using Copyright Clearance Center. Go to our Instructions for using Copyright Clearance Center page for details.

    Authors contributing to RSC publications (journal articles, books or book chapters) do not need to formally request permission to reproduce material contained in this article provided that the correct acknowledgement is given with the reproduced material.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      Reproduced from Ref. XX with permission from the Centre National de la Recherche Scientifique (CNRS) and The Royal Society of Chemistry.
    • For reproduction of material from PCCP:
      Reproduced from Ref. XX with permission from the PCCP Owner Societies.
    • For reproduction of material from PPS:
      Reproduced from Ref. XX with permission from the European Society for Photobiology, the European Photochemistry Association, and The Royal Society of Chemistry.
    • For reproduction of material from all other RSC journals and books:
      Reproduced from Ref. XX with permission from The Royal Society of Chemistry.

    If the material has been adapted instead of reproduced from the original RSC publication "Reproduced from" can be substituted with "Adapted from".

    In all cases the Ref. XX is the XXth reference in the list of references.

    If you are the author of this article you do not need to formally request permission to reproduce figures, diagrams etc. contained in this article in third party publications or in a thesis or dissertation provided that the correct acknowledgement is given with the reproduced material.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      [Original citation] - Reproduced by permission of The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC
    • For reproduction of material from PCCP:
      [Original citation] - Reproduced by permission of the PCCP Owner Societies
    • For reproduction of material from PPS:
      [Original citation] - Reproduced by permission of The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC
    • For reproduction of material from all other RSC journals:
      [Original citation] - Reproduced by permission of The Royal Society of Chemistry

    If you are the author of this article you still need to obtain permission to reproduce the whole article in a third party publication with the exception of reproduction of the whole article in a thesis or dissertation.

    Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

Search articles by author

Spotlight

Advertisements