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Wiley-VCH Verlag, ChemInform, 40(42), p. no-no, 2011

DOI: 10.1002/chin.201140041

Wiley, Chemistry - A European Journal, 22(17), p. 6052-6055, 2011

DOI: 10.1002/chem.201100909

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Nickel-Catalyzed Cross-Coupling of Aryl Bromides with Tertiary Grignard Reagents Utilizing Donor-Functionalized N-Heterocyclic Carbenes (NHCs)

Journal article published in 2011 by Claudia Lohre, Thomas Droege, Thomas Dröge, Congyang Wang, Frank Glorius ORCID
This paper is available in a repository.
This paper is available in a repository.

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Abstract

Metal-catalyzed cross-coupling reactions are among the most important transformations in organic synthesis, allowing the efficient construction of complex structures from simpler, readily available building blocks.Many applications in large and small-scale synthesis can be found in different areas such as agrochemicals, pharmaceuticals and supramolecular chemistry. Whereas the coupling of sp2-hybridized carbon atoms in either reaction partner is well established, the use of CACHTUNGTRENUNG(sp3)-hybridized substrates presents some challenges. Catalytic cross-coupling of sterically hindered tertiary alkyl substrates is especially difficult, generally resulting in low yields, and thus, only few reports exist.[27] A big challenge in this field is not only to get the required level of reactivity, but also to overcome competing pathways like β-hydride elimination, hydrodehalogenation or isomerization