1999/11/01 by Anthony J. Arduengo, Jens R. Goerlicha, Fredric Davidson +1 · 1 citation
Chemistry · #Adduct #Cadmium #Carbene #Catalysis #Chemistry #Crystallography #Cyclopropane Reaction Mechanisms #Imidazole #Medicinal chemistry #N-Heterocyclic Carbenes in Organic and Inorganic Chemistry #Organic chemistry #Ring (chemistry) #Stereochemistry #Synthetic Organic Chemistry Methods
paper · doi:10.1515/znb-1999-1102
openalex publication_date 1999/11/01 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/28
The first examples of carbene-cadmium complexes are reported from the reactions of a variety of imidazol-2-ylidenes or imidazolin-2-ylidenes with dimethylcadmium. Four new carbene complexes are characterized by NMR spectroscopy ( 1 H , 13 C and 113 Cd). The cadmium centers are strongly shifted downfield (100 -150 ppm) by interaction with the carbenes. X-ray structures are reported for three carbene-cadmium 1:1 adducts. The cadmium centers exhibit distorted trigonal-planar geometries in which the carbene ligands have an average 18.2 pm longer bond distance to cadmium compared to the methyl groups. The planes of cadmium coordination are twisted with respect to the plane of the imidazole ring. The more basic imidazolin-2-ylidene is shown to displace imidazol-2-ylidenes from the cadmium center.