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An isolable, chelating bis[cyclic (alkyl)(amino)carbene] stabilizes a strongly bent, dicoordinate Ni(0) complex

Braulio M. Puerta Lombardi, Morgan R. Faas, Daniel West, Roope A. Suvinen, Heikki M. Tuononen, Roland Roesler

2024Nature Communications13 citationsDOIOpen Access PDF

Abstract

Abstract Chelating ligands have had a tremendous impact in coordination chemistry and catalysis. Notwithstanding their success as strongly σ-donating and π-accepting ligands, to date no chelating bis[cyclic (alkyl)(amino)carbenes] have been reported. Herein, we describe a chelating, C 2 -symmetric bis[cyclic (alkyl)(amino)carbene] ligand, which was isolated as a racemic mixture. The isolation and structural characterization of its isostructural, pseudotetrahedral complexes with iron, cobalt, nickel, and zinc dihalides featuring eight-membered metallacycles demonstrates the binding ability of the bis(carbene). Reduction of the nickel(II) dibromide with potassium graphite produces a dicoordinate nickel(0) complex that features one of the narrowest angles measured in any unsupported dicoordinate transition metal complexes.

Topics & Concepts

CarbeneNickelAlkylChemistryChelationLigand (biochemistry)CobaltMedicinal chemistryStereochemistryCatalysisPolymer chemistryOrganic chemistryReceptorBiochemistryN-Heterocyclic Carbenes in Organic and Inorganic ChemistryOrganometallic Complex Synthesis and CatalysisCatalytic Cross-Coupling Reactions