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Journal ArticleDOI

Synthesis of Imidazol-2-ylidenes by Reduction of Imidazole-2(3H)-thiones

Norbert Kuhn, +1 more
- 01 Jan 1993 - 
- Vol. 1993, Iss: 06, pp 561-562
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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 yields
Abstract
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 yields

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Imidazolium formation from the reaction of N-heterocyclic carbene stabilised group 13 trihydride complexes with organic acids

TL;DR: In this paper, the reactions of the N-heterocyclic carbene (NHC) stabilised group 13 trihydride complexes [AlH3(IMeMe)] (1) IMeMe = 1,3,4,5-tetramethylimidazol-2-ylidene), [Al H3(IiPrMe)](2) IiPrme = 1.3-diisopropyl-4-5-dimethylimide-2 -ylidenes with three molar equivalents of phenol
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N-heterocyclic carbenes as effective ligands for the preparation of stabilized copper- and silver-t-butylthiolate clusters.

TL;DR: The ligation of N-heterocyclic carbenes to [CuS(t)Bu] and [AgS(n)Pr3] was developed as an alternative to PR3 ligands as solubilizing reagents for these coordination polymers in order to form polynuclear copper and silver t-butylthiolate clusters.
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Reactions of [η5:σ-Me2C(C5H4)(C2B10H10)]Ru(COD) with Lewis bases: Synthesis, structure, and electrochemistry of ruthenium amine, nitrile, carbene, phosphite and phosphine complexes

TL;DR: In this paper, the electron richness of the Ru atom decreased in the order L2Ru(NHC)2, L2NHC2, NHC2-2-yilidene-2, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12 and 13 were further confirmed by single-crystal X-ray analyses.
Journal ArticleDOI

Polarity reversal induced by electrochemically generated thiazol-2-ylidenes: The Stetter reaction

TL;DR: In this article, the inversion of the normal reactivity (umpolung) of aldehydes has been induced via N-heterocyclic carbenes (NHCs) thiazol-2-ylidenes 2a or 3a, generated by simple electrolyses of solutions containing thiazolinium salt 2 or 3.
Journal ArticleDOI

Alkyne Addition and Insertion Reactions of [(Me3Si)3Si]2Ge⋅PMe3

TL;DR: A computational study of this process provides evidence for the initial formation of a germirene, which rearranges to a vinylgermylene species, which can be isomerized further to silagermetes.
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