Brief introduction of 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride

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A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 250285-32-6, Name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, molecular formula is C27H37ClN2. In a Patent,once mentioned of 250285-32-6, Application In Synthesis of 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride

Imidazolium salts are the immediate precursors to N-heterocyclic carbenes (NHC) yet a simple, general synthetic route to a wide variety of imidazolium salts is not yet available. Such a straightforward route is described for two specific members of this family of ligand precursor: l,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride (IMes-HCl) and l,3-Bis(2,6-diispropylphenyl)imidazolium chloride (IPrHCl). The procedure appears general and similar protocols can be used to isolate various imidazolium salts.

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A series of imidazolium-based synthetic routes to imidazolium cyclopentadienides are reported. The 2:1 reaction of imidazolium (1) with [Cp2TiIIICl]2 gives [NHCDippH]+[Cp2TiIIICl2]- (NHCDipp = 2,6-diisopropylphenyl-substituted N-heterocyclic carbene) (2). The “inverse sandwich” imidazolium cyclopentadienide (3) is obtained as a crystalline solid via reaction of 1 with both [Cp2TiIIICl]2 and cyclopentadienyllithium (CpLi) (in a molar ratio of 2:1:1) in THF/toluene at elevated temperature. Notably, the 1:1 reaction of 1 with CpLi leads to the isolation of “multidecker” 4 in the solid state, while the corresponding 1:2 reaction of 1 with CpLi gives the crystals of CpLi-bound cyclopentadienyl-imidazolium complex 5. While compounds 3, 4, and 5 have been structurally characterized using single-crystal X-ray diffraction, in solution these complexes dissociate due to the conversion of [NHCDippH]+[Cp]- to both cyclopentadiene and NHCDipp through intramolecular proton transfer. The equilibrium of the acid-base conversion between [NHCDippH]+Cp- and the 1:1 mixture of NHCDipp and cyclopentadiene is probed by theoretical methods.

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The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.250285-32-6, Name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, molecular formula is C27H37ClN2. In a Article,once mentioned of 250285-32-6, Formula: C27H37ClN2

This communication presents the facile and cost-effective synthesis as well as properties of salts of a lipophilic aluminate anion. Its unprecedented solubility in pentane makes possible tetrabutylammonium salt extraction with pentane. Nevertheless, its symmetry leads to high melting points of its thermostable salts. Several single crystals for X-ray diffraction studies have been obtained. The anion is devoid of halogens, but: is stable against sterically demanding electrophiles such as the trityl cation. However, it is unstable in protic media and hydrolyzes in the presence of water within days.

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Ionic rare-earth metal complexes 1-4 bearing an imidazolium cation were synthesized, which, as single-component catalysts, showed good activity in catalyzing cyclic carbonate synthesis from epoxides and CO2. In the presence of 0.2 mol % catalyst, monosubstituted epoxides bearing different functional groups were converted into cyclic carbonates in 60-97% yields under atmospheric pressure. In addition, bulky/internal epoxides with low reactivity yielded cyclic carbonates in 40-95% yields. More importantly, the readily available samarium complex 2 was reused for six successive cycles without any significant loss in its catalytic activity. This is the first recyclable rare-earth metal-based catalyst in cyclic carbonate synthesis.

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Chiral Catalysts,
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A highly efficient and mild Cu-catalyzed conjugate addition reaction of aromatic amines and aromatic aza-heterocycles to alpha,beta-unsaturated olefins is described. The transformation is promoted by 3-7 mol % of a Cu complex generated in situ from a mixture of inexpensive CuCl, a readily available phosphine or imidazolium salt, and KOt-Bu at ambient temperature. A wide range of beta-amino sulfone, beta-amino nitrile, and beta-amino carbonyl compounds is efficiently and selectively synthesized in high yields (62-99%).

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Chiral Catalysts,
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A series of novel 2-alkylidene imidazolines has been synthesized from imidazolium halides and substituted alkyl halides in the presence of base. The resultant exocyclic enediamines have been characterized and their nucleophilicity has been evaluated upon NMR spectroscopic data and substitution reactions.

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54 years later: Saturated imidazolidin-2-ylidenes react with aldehydes to smoothly produce the elusive 2,2-diamino enols A (“Breslow intermediates”, first postulated in 1958) of carbene-catalyzed umpolung reactions. The 2,2-diamino enols A react with additional aldehyde in a cross-benzoin reaction. The methylated Breslow intermediates B are accessible by deprotonation of methoxymethyl azolium salts. Copyright

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Abstract: Four dinuclear N-heterocyclic carbene?palladium(II) complexes 1?4 were prepared and characterized by elemental analysis and spectroscopic methods. The X-ray crystal structure of complex 2 showed a dinuclear framework in which N-heterocyclic ligands bridge between two square planar palladium(II) units. Each palladium center is surrounded by an imidazolylidene, a nitrogen atom from the central linking ligand, and two trans-chloride ligands. These dinuclear NHC?palladium(II) complexes exhibited efficient catalytic activities for the Suzuki?Miyaura coupling of aryl and benzyl chlorides with arylboronic acids.

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A series of cyclopentadienyl N-heterocyclic carbene copper complexes CpCu(NHC) were synthesized and structurally characterized. The effect of the substituents at the nitrogen atom of the NHC ligands on the structures and thermally stability was discussed.

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The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.250285-32-6, Name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, molecular formula is C27H37ClN2. In a Article,once mentioned of 250285-32-6, Quality Control of: 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride

The cascade reaction of CO2, vicinal diols, and propargylic alcohol, was firstly achieved by dual Lewis base (LB) organocatalytic systems involving LB-CO2 adducts and commercially available organic amines. This methodology could overcome the chemical inertness of CO2, providing an alternative route to various functionalized five-membered cyclic carbonates in moderate to high yields under mild reaction conditions (25 C, 1.0 atm of CO2). More importantly, this method could also be applied for facile and efficient synthesis of chiral polycyclic carbonates from biomass-derived polyols with complete configuration retention of chiral centers. This study provides an environment-friendly, scalable and cost effective protocol to construct value-added cyclic carbonates with multi-functional groups and chiral centers.

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Chiral Catalysts,
Chiral catalysts – SlideShare