We describe two contrasting transmetallation reactions between the gold(I) cyaphide complex, Au(IDipp)(CP) (IDipp = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene), and low oxidation state main-group and transition-metal complexes. The reactivity observed highlights the pseudo-halide character of the cyaphide ion.
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Cyaphide group transfer from covalent metal complexes: contrasting pathways to transmetallation.
Chem Commun (Camb)
December 2024
Department of Chemistry, Indiana University, 800 East Kirkwood Ave., Bloomington, Indiana, 47405, USA.
We describe two contrasting transmetallation reactions between the gold(I) cyaphide complex, Au(IDipp)(CP) (IDipp = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene), and low oxidation state main-group and transition-metal complexes. The reactivity observed highlights the pseudo-halide character of the cyaphide ion.
View Article and Find Full Text PDFCyaphide-Azide 1,3-Dipolar Cycloaddition Reactions: Scope and Applicability.
Chemistry
September 2023
Department of Chemistry, Indiana University, 800 E. Kirkwood Ave., Bloomington, IN-47405, USA.
Several examples of the cyaphide-azide 1,3-dipolar cycloaddition reaction to afford metallo-triazaphospholes are reported. The gold(I) triazaphospholes Au(IDipp)(CPN R) (IDipp=1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene; R= Bu, Ad, Dipp), magnesium(II) triazaphospholes, {Mg( NacNac)(CPN R)} ( NacNac=CH{C(CH )N(Dipp)} , Dipp=2,6-diisopropylphenyl; R= Bu, Bn), and germanium(II) triazaphosphole Ge( NacNac)-(CPN Bu) can be prepared straightforwardly, under mild conditions and in good yields, in a manner reminiscent of the classic alkyne-azide click reaction (albeit without a catalyst). This reactivity can be extended to compounds with two azide functional groups such as 1,3-diazidobenzene.
View Article and Find Full Text PDFThe synthesis of group 9 pyridine-diimine complexes M(PDI)X and [M(PDI)L] (M = Co, Rh; PDI = 1,1'-(pyridine-2,6-diyl)bis(-(2,6-diisopropylphenyl)ethan-1-imine); X = CP, CCH; L = CO, BuNC) bearing a series of strong-field ligands, including the cyaphide ion (C[triple bond, length as m-dash]P), is reported. A combined experimental and computational comparative study of the group 9 PDI cyaphide complexes Co(PDI)(CP) and Rh(PDI)(CP), as well as the N-heterocyclic carbene (NHC) gold(i) cyaphide complex Au(IDipp)(CP) (IDipp = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene), reveals the σ donor and π acceptor properties of the κ-cyaphido ligand, and allow us to suggest a position for this ion in the spectrochemical series.
View Article and Find Full Text PDFThe Chemistry of the Cyaphide Ion.
Angew Chem Int Ed Engl
August 2023
Institut für Chemie und Biochemie, Freie Universität Berlin, Fabeckstr. 34/36, 14195, Berlin, Germany.
We review the known chemistry of the cyaphide ion, (C≡P) . This remarkable diatomic anion has been the subject of study since the late nineteenth century, however its isolation and characterization eluded chemists for almost a hundred years. In this mini-review, we explore the pioneering synthetic experiments that first allowed for its isolation, as well as more recent developments demonstrating that cyaphide transfer is viable in well-established salt-metathesis protocols.
View Article and Find Full Text PDFPnictogen-Functionalised C Ligands: MC-AR (n=0, 1, 2, 3).
Chemistry
March 2021
Research School of Chemistry, Australian National University, Canberra, ACT, 2601, Australia.
The chemistry of transition metal carbynes, L M≡CR, has historically been dominated by species bearing hydrocarbyl or amino 'R' substituents, with other elements appearing only sporadically. In recent years, carbynes and related 'C ' species bearing other main-group substituents, particularly heavier elements of the p-block, have begun to emerge. This review details the chemistry of heavier pnictogen-functionalised C ligands, MCAR (A=P, As, Sb, Bi; n=0-3), including their syntheses, properties and reactivities, and how these are distinguished from more traditional carbyne complexes.
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