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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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Citations
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Isolation, characterization and reactivity of three-coordinate phosphorus dications isoelectronic to alanes and silylium cations.

TL;DR: This work uses stabilizing N-heterocyclic imine substituents to isolate and characterize phosphorandiylium dications ([R3P]2+) and shows that the electrophilicity at the phosphorus atoms is controlled by the π-electron-donating ability of these subtituents.
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Synthesis and reactivity of electron poor allenes: formation of completely organic frustrated Lewis pairs.

TL;DR: The synthesis of several electron poor allenes bearing electron withdrawing substituents is described and their use as Lewis acids in the field of frustrated Lewis pair (FLP) chemistry reported.
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An Air-Stable Dimeric Ru–S Complex with an NHC as Ancillary Ligand for Cooperative Si–H Bond Activation

TL;DR: In this paper, the preparation of a coordinatively unsaturated NHC ruthenium complex with a tethered 2,6-dimesitylphenyl thiolate was described.
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N-Heterocyclic Carbene-Stabilized Germa-acylium Ion: Reactivity and Utility in Catalytic CO2 Functionalizations.

TL;DR: The polarized terminal GeO bond in the germa-acylium ion was utilized to activate CO2 and silane, with the former found to be an example of reversible activation of CO2, thus mimicking the behavior of transition metal oxides.
Journal ArticleDOI

Spirocyclic diaminocarbenes: synthesis, coordination chemistry, and investigation of their dimerization behavior.

TL;DR: 13C NMR spectroscopy revealed that the unsymmetrically N,N'-substituted spirocyclic imidazolidin-2-ylidene 11 a undergoes a slow, acid-catalyzed dimerization to give the enetetramine 11 a=11 a, which exists in two isomeric forms (syn and anti).
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