134750-23-5

Basic information

• Product Name: N-{(E)-2-[(2,6-diisopropylphenyl)imino]ethylidene}-2,6-diisopropylaniline
• Synonyms: N-{(E)-2-[(2,6-diisopropylphenyl)imino]ethylidene}-2,6-diisopropylaniline
• CAS NO: 134750-23-5
• Molecular Formula: C26H36N2
• Molecular Weight: 376.59
• Mol File: 134750-23-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-{(E)-2-[(2,6-diisopropylphenyl)imino]ethylidene}-2,6-diisopropylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-{(E)-2-[(2,6-diisopropylphenyl)imino]ethylidene}-2,6-diisopropylaniline(134750-23-5)
• EPA Substance Registry System: N-{(E)-2-[(2,6-diisopropylphenyl)imino]ethylidene}-2,6-diisopropylaniline(134750-23-5)

Safety Data

• Hazardous Substances Data: 134750-23-5(Hazardous Substances Data)

Upstream product

• 131543-46-9 Glyoxal 
• 24544-04-5 2,6-diisopropylbenzenamine 
• 88-05-1 2,4,6-trimethylaniline 
• 4405-13-4 glyoxal trimer dihydrate 
• 768-94-5 1-Adamantanamine 

Downstream Products

• 1430073-43-0 C₂₆H₃₆Cl₄N₂W 
• 1448990-85-9 1,3-bis[2,6-diisopropylphenyl]-4-tert-butyl-4,5-dihydroimidazolinium chloride 
• 1448990-86-0 1,3-bis[2,6-diisopropylphenyl]-4-tert-butylimidazolin-2-ylidene silver(I) chloride 
• 1448990-84-8 1-(tert-butyl)-1,2-bis{[2,6-diisopropylphenyl]amino}ethane 
• 157135-31-4 1-amino-1-tert-butyl-N,N'-bis[2,6-diisopropylphenyl]-2-iminoethane 
• 1060651-05-9 1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-one 
• 578743-87-0 chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I) 
• 1311297-12-7 1,3-bis(2,6-diisopropylphenyl)-1H-imidazole-2(3H)-thione 
• 101178-21-6 (η5-cyclopentadienyl)Co(III)(η2-N,N'-di(2,6-diisopropylphenyl)diazabutene(2-)) 

Relevant articles and documents

Synthesis of cobalt(II)-α-diimines complexes and their activity as mediators in organometallic mediated radical polymerization of vinyl acetate

This study describes the synthesis and characterization of three α-diimine-cobalt complexes of the type [CoCl2(R-DAB)] (R-DAB = R–N[dbnd]CH–CH[dbnd]N–R; R = Mes, Dipp and Dipp?) and their application as mediators for the cobalt-media

Convergent Activation Concept for CO2 Fixation in Carbonates

Concepts to facilitate the conversion of epoxides with carbon dioxide to the corresponding cyclic carbonates commonly focus on the activation of the epoxide. Herein we report a catalytic system which allows the simultaneous activation of carbon dioxide and the epoxide. This convergent activation concept is realized by combining a suitable carbene as catalyst for the carbon dioxide activation with a second catalytic system based on potassium iodide for epoxide activation. Initial experiments showed synergistic effects and thus proving the feasibility of this activation concept. Moreover a standard protocol was developed and the substrate scope under these conditions has been studied. Under mild and solvent-free conditions 14 epoxides could be converted. The respective cyclic carbonates were obtained in good to excellent yields with selectivities ≥ 99 % after simple filtration.

A sterically demanding nucleophilic carbene: 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene. Thermochemistry and catalytic application in olefin metathesis

The sterically demanding nucleophilic carbene ligand 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene (IPr, 4) has been synthesized. The reaction of [Cp*RuCl]4 (5; Cp* = η5-C5Me5) with this ligand affords a coordinatively unsaturated Cp*Ru(IPr)Cl (6) complex. Solution calorimetric results in this system provide information concerning the electron donor properties of the carbene ligand. Steric parameters associated with this ligand are determined from the X-ray crystal structure study. The carbene ligand reacts with RuCl2(=C(H)Ph)(PCy3)2 (1) to yield a mixed carbene-phosphine ruthenium complex RuCl2(=C(H)Ph)(IPr)(PCy3) (9). A single-crystal X-ray diffraction study has been performed on 9. The thermal stability of 9 has been studied at 60°C and its catalytic activity has been evaluated for the ring closing metathesis of diethyldiallylmalonate.

Synthesis of 1,4-diazabutadienes (=N,N′-ethane-1,2- diylidenebis[amines]) by grinding

A simple and convenient method for the synthesis of 1,4-diazabutadienes (=N,N′-ethane-1,2-diylidenebis[amines]) by grinding glyoxal (=ethanedial) or an α-diketone and anilines (=benzenamines) in the presence of TsOH in a mortar with a pestle is described.

Imidazolylidenes, imidazolinylidenes and imidazolidines

Starting from glyoxal, 1,3-diarylimidazolinium chlorides 3 were obtained in a three-step sequence via the diimines (1) and ethylene diamine dihydrochlorides (2). Reduction of 1,3-diarylimidazolinium chlorides (3) with lithium alumnium hydride furnished the 1,3- diarylimidazolidines (4) while their deprotonation with potassium hydride in thf gave access to stable carbenes (1,3-diarylimidazolin-2-ylidenes, 5). Similarly substituted imidazol-2-ylidenes are described for comparison.

Steric demands in the formation of heteroleptic Cu(I) complexes with α-diimines and triphenylphosphine

The synthesis and the study of the molecular structure of a series of heteroleptic copper(I) compounds with triphenylphosphine and α-diimines presenting a varying degree of bulk at their chelating cite is reported. The most sterically crowded diimine acts as a monodentate ligand towards copper(I) promoting bridging of the halogen atom present in the metal coordination sphere and formation of a dimer. Evidence for this behavior is obtained from the electronic spectra and semiempirical quantum chemical calculations with MOPAC. Steric demands in all the studied compounds preclude coordination of silver(I) under similar reaction conditions.

Recyclable Single-Component Rare-Earth Metal Catalysts for Cycloaddition of CO2 and Epoxides at Atmospheric Pressure

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.

Reactions of a diborylstannylene with CO2and N2O: diboration of carbon dioxide by a main group bis(boryl) complex

The reactions of the boryl-substituted stannylene Sn{B(NDippCH)2}2(1) with carbon dioxide have been investigated and shown to proceedviapathways involving insertion into the Sn-B bond(s). In the first instance this leads to formation of the (boryl)tin(ii) borylcarboxylate complex Sn{B(NDippCH)2}{O2CB(NDippCH)2} (2), which has been structurally characterized and shown to feature a κ2mode of coordination of the [(HCDippN)2BCO2]?ligand at the metal centre.2undergoes B-O reductive elimination in hexane solution (in the absence of further CO2) to give the boryl(borylcarboxylate)ester {(HCDippN)2B}O2C{B(NDippCH)2} (3)i.e.the product of formal diboration of carbon dioxide. Alternatively,2can assimilate a second equivalent of CO2to give the homoleptic bis(borylcarboxylate) Sn{O2CB(NDippCH)2}2(4), which can be preparedviaan alternative route from SnBr2and the potassium salt of [(HCDippN)2BCO2]?, and structurally characterized as its DMAP (N,N-dimethylaminopyridine) adduct. Structural and reactivity studies also point to the possibility for extrusion of CO from the [(HCDippN)2BCO2]?fragment to generate the boryloxy system [(HCDippN)2BO]?, a ligand which can be generated directly from1viareaction with N2O. The initially formed unsymmetrical species Sn{B(NDippCH)2}{OB(NDippCH)2} has been shown to be amenable to crystallographic study in the solid state, but to undergo ligand redistribution in solution to generate a mixture of1and the bis(boryloxy) complex Sn{OB(NDippCH)2}2

Improved preparation of 1,3-Bis(2,6-di-iso-propylphenyl)imidazolium tetrafluoroborate

A convenient, high-yielding, multi-hundred-gram preparation of 1,3-bis(2,6-di-iso-propylphenyl)imidazolium tetrafluoroborate is described. The preparation of this salt has significant advantages over the chloride as it eliminates potential bis(chloromethy

Incorporation of coinage metal-NHC complexes into heptaphosphide clusters

Cu(i) and Au(i) ions, capped with an N-heterocyclic carbene (NHC), react with (TMS)3P7 (TMS = trimethyl-silyl) to afford an η4-coordinated anion [NHCDippCu-P7(TMS)]- and a neutral trinuclear complex (NHCDippAu)3P7. Protecting the P7 cage with the TMS groups is instrumental in controlling the course of these reactions. This journal is