Journal ArticleDOI
Synthesis of Imidazol-2-ylidenes by Reduction of Imidazole-2(3H)-thiones
Norbert Kuhn,Thomas Kratz +1 more
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TLDR
In this article, an improved synthesis of the title compounds was reported, and the N,N'-dialkylthioureas 1 with 3-hydroxy-2-butanone gave the imidazole-2(3H)-thiones 2 which on treatment with potassium in boiling tetrahydrofuran give the IMidazol-2ylidenes 3 in excellent yieldsAbstract:
An improved synthesis of the title compounds is reported. Reaction of the N,N'-dialkylthioureas 1 with 3-hydroxy-2-butanone gives the imidazole-2(3H)-thiones 2 which on treatment with potassium in boiling tetrahydrofuran give the imidazol-2-ylidenes 3 in excellent yieldsread more
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Journal ArticleDOI
The Reactions of Imidazol-2-ylidenes with the Hydrogen Atom: A Theoretical Study and Experimental Confirmation with Muonium
Iain McKenzie,Jean-Claude Brodovitch,Paul W. Percival,Taramatee Ramnial,Jason A. C. Clyburne +4 more
TL;DR: Good agreement between the experimental and calculated hfc's confirms that Mu (and hence H) adds exclusively to the carbeneic carbon of 1,3-bis(isopropyl)-4,5-dimethylimidazol-2-ylidene, which can be considered a light isotope of hydrogen.
Journal ArticleDOI
Dimerization mechanisms of heterocyclic carbenes
TL;DR: In this article, a series of heterocyclic carbenes based on the 1,3-dimethylimidazol-2-ylidene template were studied extensively using molecular orbital calculations.
Journal ArticleDOI
Square-Planar Cobalt Complexes with Monodentate N-Heterocyclic Carbene Ligation: Synthesis, Structure, and Catalytic Application
TL;DR: The unique cobalt-I-NHC complex [Co(IEt)4][BPh4] (1) (IEt = 1,3-diethyl-4,5-dimethylimidazole-2-ylidene) and its analogues employing other carbene ligands were prepared by the reactions of Co(PPh3)3Cl] with free carbenes followed by anion exchange as mentioned in this paper.
Journal ArticleDOI
Imidazol(in)ium carboxylates as N-heterocyclic carbene ligand precursors for Suzuki-Miyaura reactions
TL;DR: In this paper, simple catalysts formed in situ from palladium acetate and a variety of imidazolium and imidisolium carboxylates and dithiocarboxylate were screened in the coupling of aryl halides with trans-2-phenylvinylboronic acid, and the base employed exerted a profound influence on the trans/cis stereochemistry of the coupling product.