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Single‐Crystal to Single‐Crystal Transformations: Stepwise CO<sub>2</sub> Insertions into Bridging Hydrides of [(NHC)CuH]<sub>2</sub> Complexes

Evan A. Patrick, Mark Bowden, Jeremy D. Erickson, R. Morris Bullock, Ba L. Tran

2023Angewandte Chemie International Edition16 citationsDOIOpen Access PDF

Abstract

Abstract Mechanistic studies of substrate insertion into dimeric [(NHC)CuH] 2 (NHC=N‐heterocyclic carbene) complexes with two bridging hydrides have been shown to require dimer dissociation to generate transient, highly reactive (NHC)Cu−H monomers in solution. Using single‐crystal to single‐crystal (SC‐SC) transformations, we discovered a new pathway of stepwise insertion of CO 2 into [(NHC)CuH] 2 without complete dissociation of the dimer. The first CO 2 insertion into dimeric [(IPr*OMe)CuH] 2 (IPr*OMe=N,N′‐bis(2,6‐bis(diphenylmethyl)‐4‐methoxy‐phenyl)imidazole‐2‐ylidene) produced a dicopper formate hydride [(IPr*OMe)Cu] 2 (μ‐1,3‐O 2 CH)(μ‐H). A second CO 2 insertion produced a dicopper bis(formate), [(IPr*OMe)Cu] 2 (μ‐1,3‐O 2 CH)(μ‐1,1‐O 2 CH), containing two different bonding modes of the bridging formate. These dicopper formate complexes are inaccessible from solution reactions since the dicopper core cleanly ruptures to monomeric complexes when dissolved in a solvent.

Topics & Concepts

DimerChemistryFormateCarbeneCrystallographyCrystal structureHydrideMonomerDissociation (chemistry)Single crystalImidazoleSolventStereochemistryMedicinal chemistryMetalCatalysisOrganic chemistryPolymerCarbon dioxide utilization in catalysisCO2 Reduction Techniques and CatalystsAsymmetric Hydrogenation and Catalysis
Single‐Crystal to Single‐Crystal Transformations: Stepwise CO<sub>2</sub> Insertions into Bridging Hydrides of [(NHC)CuH]<sub>2</sub> Complexes | Litcius