A stable ring-expanded NHC-supported copper boryl and its reactivity towards heterocumulenes

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Horsley Downie, Thomas M., Charman, Rex S. C., Hall, Jonathan W., Mahon, Mary F., Lowe, John P. and Liptrot, David J. (2021) A stable ring-expanded NHC-supported copper boryl and its reactivity towards heterocumulenes. Dalton Transactions, 50 (44). ['lib/metafield/pagerange:range' not defined

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Reaction of bis(pinacolato)diboron with (6-Dipp)CuOtBu generates a ring-expanded N-heterocyclic carbene supported copper(i) boryl, (6-Dipp)CuBpin. This compound showed remarkable stability and was characterised by NMR spectroscopy and X-ray crystallography. (6-Dipp)CuBpin readily dechalcogenated a range of heterocumulenes such as CO2, isocyanates and isothiocyanates to yield (6-Dipp)CuXBpin (X = O, S). In the case of CO2 catalytic reduction to CO is viable in the presence of excess bis(pinacolato)diboron. In contrast, in the case of iso(thio)cyanates, the isocyanide byproduct of dechalcogenation reacted with (6-Dipp)CuBpin to generate a copper(i) borylimidinate, (6-Dipp)CuC(=NR)Bpin, which went on to react with heterocumulenes. This off-cycle reactivity gives selective access to a range of novel boron-containing heterocycles bonded to copper, but precludes catalytic reactivity.

ORCID iDs

Horsley Downie, Thomas M. ORCID logoORCID: https://orcid.org/0000-0001-5027-450X, Charman, Rex S. C., Hall, Jonathan W., Mahon, Mary F., Lowe, John P. and Liptrot, David J.;
  • Item type:['eprint_typename_article' not defined]
    ID code:89506
    Dates:
    Date
    Event
    31 ['lib/utils:month_12' not defined] 2021
    Published
    26 ['lib/utils:month_10' not defined] 2021
    Published Online
    21 ['lib/utils:month_10' not defined] 2021
    Accepted
    ['eprint_fieldname_subjects' not defined]:Science['lib/metafield:join_subject_parts' not defined]Chemistry
    ['eprint_fieldname_divisions' not defined]:Faculty of Science['lib/metafield:join_subject_parts' not defined]Pure and Applied Chemistry
    Depositing user: Pure Administrator
    Date deposited:07 ['lib/utils:month_short_06' not defined] 2024 14:35
    Last modified:02 ['lib/utils:month_short_06' not defined] 2026 06:45
    URI:https://strathprints.strath.ac.uk/id/eprint/89506
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