Copper(II) Complex Catalyst for Ullmann-type C(sp2)-O/N Cross-Coupling Open to Air
UpdatedK2Cu(BPPO)2·5(DMSO) (K0081) is a pre-formed copper(II) complex catalyst for Ullmann-type C(sp2)-O and C(sp2)-N cross-coupling reactions.¹) ²) Many copper-catalyzed C(sp2)-N/O cross-coupling reactions using diamine-type ligands have been reported, offering broad substrate scope, avoiding expensive metals such as palladium, and proceeding under milder conditions than conventional Ullmann-type couplings. Copper(I) salts commonly used in these reactions are prone to disproportionation into copper(0) and copper(II), so the reactions typically require an inert gas atmosphere. K0081 is a stable copper(II) complex that enables reactions open to air without degassing and achieves high turnover numbers (TON). It is applicable to C(sp2)-O cross-coupling of aryl bromide with phenol using 1 mol% K0081, K3PO4, DMSO, 100°C, and to C(sp2)-N cross-coupling of aryl bromide with primary amine using 0.1 mol% K0081, K3PO4, DMSO, 100°C, both open to air. Being a pre-formed complex, there is no need to weigh a copper salt and ligand separately.
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References
- Cross-coupling by a noncanonical mechanism involving the addition of aryl halide to Cu(II). C. P. Delaney, J. F. Hartwig, et al., Science 2023, 381, 1079. doi:10.1126/science.adi9226
- Efficient Aminations of Aryl Halides by a Cu(II) Catalyst. C. N. Pierson, J. F. Hartwig, et al., J. Am. Chem. Soc. 2025, 147, 20939. doi:10.1021/jacs.5c05210
Source
- TCI Product Highlights: www.tcichemicals.com/ID/en/product/tci-topics/ProductHighlights_20250728
- TCI product page K0081: tcichemicals.com/ID/en/p/K0081
For research and laboratory use only, not for human consumption.
