Journal ArticleDOI
Synthesis of Imidazol-2-ylidenes by Reduction of Imidazole-2(3H)-thiones
Norbert Kuhn,Thomas Kratz +1 more
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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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Book ChapterDOI
N-Heterocyclic Carbenes
David J. Nelson,Steven P. Nolan +1 more
TL;DR: This chapter presents an overview of N-heterocyclic carbenes (NHCs) as chemical species, detailing how pπ–pπ delocalization and σ electron withdrawal stabilizes the carbene center.
Journal ArticleDOI
Cleavage of a P=P Double Bond Mediated by N-Heterocyclic Carbenes.
Naoki Hayakawa,Kazuya Sadamori,Shota Tsujimoto,Miho Hatanaka,Miho Hatanaka,Miho Hatanaka,Tomonari Wakabayashi,Tsukasa Matsuo +7 more
TL;DR: The mechanism for the double bond-breaking is proposed to proceed via the formation of the NHC-coordinated, highly polarized diphospehenes 3 as an intermediate.
Journal ArticleDOI
Even the normal is abnormal: N-heterocyclic carbene C2 binding to a phosphaalkene without breaking the PC π-bond
Paresh Kumar Majhi,Paresh Kumar Majhi,Keith C. F. Chow,Tom H. H. Hsieh,Eric G. Bowes,Gregor Schnakenburg,Pierre Kennepohl,Rainer Streubel,Derek P. Gates +8 more
TL;DR: Computational analysis suggests that π-delocalization into the remote C-phenyl substituents is key to stabilizing the NHC adduct.
Journal ArticleDOI
N-Heterocyclic Carbene-Carbodiimide ("NHC-CDI") Adduct or Zwitterionic-Type Neutral Amidinate-Supported Magnesium(II) and Zinc(II) Complexes.
TL;DR: Compounds 1-7 were characterized by multinuclear magnetic resonance spectroscopy, mass spectrometry, elemental analysis, and single-crystal X-ray structural analysis and density functional theory calculations have been carried out to obtain the energetics of zwitterion-supported lithium and magnesium complexes.
Journal ArticleDOI
Tuning the Si-N Interaction in Metalated Oligosilanylsilatranes.
Mohammad Aghazadeh Meshgi,Rainer Zitz,Małgorzata Walewska,Judith Baumgartner,Christoph Marschner +4 more
TL;DR: The current study features silylated silatranes with a range of electropositive elements attached to the silyl group, and the bis(trimethylsilyl)silatranylsilyl unit was studied as a substituent for disilylated germylene adducts.