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  • Title: Suzuki-Miyaura coupling of NHC-boranes: a new addition to the C-C coupling toolbox.
    Author: Monot J, Brahmi MM, Ueng SH, Robert C, Desage-El Murr M, Curran DP, Malacria M, Fensterbank L, Lacôte E.
    Journal: Org Lett; 2009 Nov 05; 11(21):4914-7. PubMed ID: 19799407.
    Abstract:
    Complexes of triaryl- and trialkylboranes with N-heterocyclic carbenes (NHCs) participate in Suzuki-Miyaura cross-coupling reactions and provide coupled products in good yields under base-free conditions. The reaction can be applied to Csp(2)-Csp(2) and Csp(2)-Csp(3) carbon-carbon bond formation with triflates, iodides, bromides, and chlorides. These results enrich the utility of NHC-borane complexes, which can be added to the toolkit of Suzuki-Miyaura cross-couplings, along with boronic acids and organotrifluoroborates.
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