Iridium(I)-catalyzed Regioselective C-H Activation and Hydrogen Isotope Exchange of Non-aromatic Unsaturated Functionality

Kerr, William J and Mudd, Richard J and Paterson, Laura and Brown, Jack (2014) Iridium(I)-catalyzed Regioselective C-H Activation and Hydrogen Isotope Exchange of Non-aromatic Unsaturated Functionality. Chemistry - A European Journal. ISSN 1521-3765

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Abstract

Isotopic labeling is a key technology of increasing importance for the investigation of new C-H activation and functionalization techniques, as well as in the construction of labeled molecules for use within both organic synthesis and drug discovery. Herein, we report, for the first time, selective iridium-catalyzed C-H activation and hydrogen isotope exchange at the b-position of unsaturated organic compounds. The use of our highly active [Ir[COD](IMes)(PPh3)]PF6 catalyst, under mild reaction conditions, allows the regioselective b-activation and labeling of a range of a,b-unsaturated compounds with differing steric and electronic properties. This novel process delivers high levels of isotope incorporation over short reaction times, using low levels of catalyst loading.

ORCID iDs

Kerr, William J ORCID logoORCID: https://orcid.org/0000-0002-1332-785X, Mudd, Richard J ORCID logoORCID: https://orcid.org/0000-0001-5786-3745, Paterson, Laura and Brown, Jack;
  • Item type:Article
    ID code:49204
    Dates:
    Date
    Event
    5 October 2014
    Published
    5 October 2014
    Published Online
    4 September 2014
    Accepted
    Notes:This is the accepted version of the following article: Iridium(I)-catalyzed Regioselective C-H Activation and Hydrogen Isotope Exchange of Non-aromatic Unsaturated Functionality Kerr, W. J., Mudd, R. J., Paterson, L. & Brown, J. 2014 In : Chemistry - A European Journal., which has been published in final form at http://onlinelibrary.wiley.com/journal/10.1002/(ISSN)1521-3765
    Subjects:Science > Chemistry > Physical and theoretical chemistry
    Department:Faculty of Science > Pure and Applied Chemistry
    Depositing user: Pure Administrator
    Date deposited:12 Sep 2014 16:12
    Last modified:27 Oct 2024 14:15
    Related URLs:
    URI:https://strathprints.strath.ac.uk/id/eprint/49204
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