Synthesis of NHC Complexes with an N‐(2‐Oxopropyl) Group

The unsymmetrically N,N’‐substituted NHC precursor N‐(2‐oxopropyl),N’‐picolylbenzimidazolium chloride (H‐1)Cl, featuring an N‐protecting group has been prepared. Reaction of (H‐1)Cl with Ag2O followed by transmetallation of the NHC to [MCl2(Cp*)]2 (M=Rh, Ir) yielded complexes [MCl(Cp*)(κ2‐1)]Cl (M=R...

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Bibliographic Details
Published in:Zeitschrift für anorganische und allgemeine Chemie (1950) 2021-06, Vol.647 (11), p.1145-1150
Main Authors: Hervé, Alexandre, Jahnke, Mareike C., Hahn, F. Ekkehardt
Format: Article
Language:English
Subjects:
Anion exchanging
Chelation
Coordination compounds
Dichloromethane
Gold
Iridium
Ligands
Molecular structure
N-heterocyclic carbenes
Rhodium
Silver
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Summary:The unsymmetrically N,N’‐substituted NHC precursor N‐(2‐oxopropyl),N’‐picolylbenzimidazolium chloride (H‐1)Cl, featuring an N‐protecting group has been prepared. Reaction of (H‐1)Cl with Ag2O followed by transmetallation of the NHC to [MCl2(Cp*)]2 (M=Rh, Ir) yielded complexes [MCl(Cp*)(κ2‐1)]Cl (M=Rh, [2]Cl; M=Ir, [3]Cl) with a chelating coordinated CNHC∧ Npyridine ligand. Anion exchange gave complexes [2]BF4 (M=Rh) and [3]BF4 (M=Ir). Transmetallation of the NHC ligand from silver(I) to gold(I) gave the mononuclear complex [AuCl(1)] [4] bearing a monodentate, N‐picoly funtionalized NHC ligand. Complex [4] reacts with AgBF4 to yield the dinuclear complex [5](BF4)2 featuring two bridging μ2‐CNHC∧ Npyridine ligands. The molecular structures of [2]BF4 ⋅ CH2Cl2 and [3]BF4 ⋅ CH2Cl2 have been determined by X‐ray diffraction studies.
ISSN:0044-2313
1521-3749
DOI:10.1002/zaac.202100042