28448-17-1

Upstream product

• 576-83-0 2,4,6-trimethylphenyl bromide 
• 95-54-5 1,2-diamino-benzene 
• 1493-27-2 ortho-nitrofluorobenzene 
• 88-05-1 2,4,6-trimethylaniline 
• 583-53-9 2,3-dibromobenzene 
• 937807-96-0 N₁-mesityl-N₂-(diphenylmethylene)benzene-1,2-diamine 
• 28458-49-3 2-(2’,4’,6’-trimethylanilido)nitrobenzene 

Downstream Products

• 34734-28-6 1-(2,4,6-trimethylphenyl)-1H-benzimidazole 
• 1448426-14-9 C₁₉H₂₂N₂O₃ 
• 1433417-17-4 3-(2-((3,5-di-tert-butyl-2-hydroxyphenyl)amino)ethyl)-1-mesityl-1H-benzo[d]imidazol-3-ium chloride 
• 1433417-13-0 3-(3,5-di-tert-butyl-2-hydroxyphenyl)-1-(2-(mesitylamino)phenyl)-4,5-dihydro-1H-imidazol-3-ium chloride 
• 1448426-16-1 N-(2-mesitylaminophenyl)-N'-(3,5-di-tert-butyl-2-hydroxyphenyl)-ethylenediamine 
• 1448426-15-0 C₃₁H₃₉N₃O₃ 
• 937807-73-3 1-methyl-3-(2,4,6-trimethylphenyl)-3H-benzimidazol-1-ium iodide 

Relevant academic research and scientific papers

Ester Hydrogenation Catalyzed by CNN-Pincer Complexes of Ruthenium

Ruthenium complexes supported by two new CNN-pincer ligands were synthesized. Both were tested as catalysts for the hydrogenation of esters under mild conditions (105 °C, 6 bar H2). A striking dependence on ligand structure was observed, as a dimethylamino-substituted ligand gave a nearly inactive catalyst, while a diethylamino-substituted variant gave up to 980 catalytic turnovers for the hydrogenation of benzyl benzoate. This system catalyzes the hydrogenation of various substrates including ethyl, benzyl, and hexyl esters, but is surprisingly unreactive toward methyl esters. Experiments demonstrate that base-catalyzed transesterification is rapid under the reaction conditions and that methyl esters are effectively hydrogenated when benzyl alcohol is added to the reaction mixture. The reverse reaction, dehydrogenation of primary alcohols to give esters, was tested as well; up to 920 catalytic turnovers were observed for the dehydrogenation of 1-hexanol to hexyl hexanoate.

Protic N-Heterocyclic Germylenes and Stannylenes: Synthesis and Reactivity

The monoalkylated or monoarylated o-phenylenediamines 1a-d (1a, R = t-Bu; 1b, R = adamantyl; 1c, R = phenyl; 1d, R = mesityl) react via transamination with Ge[N(SiMe3)2]2 or Sn[N(SiMe3)2]2 to give the protic benzimidazolin-2-germylenes 2a-d or the benzimidazolin-2-stannylenes 3a,b. Germylenes 2a,b can be deprotonated to give the salts Na-4a and Na-4b, each containing an anionic N-deprotonated N-heterocyclic germylene. The protic stannylenes 3a,b react with NaH presumably via reduction of the tin(II) center by the deprotonated electron-rich o-phenylenediamine ligand and release of elemental tin. To prevent this reduction, the electron-poor N-H,N′-H-5,6-dibromobenzimidazolin-2-stannylene (5) was prepared and successfully N-deprotonated to give an anionic stannylene in Na-6. The molecular structures of 2a, 3a, and Na-4a were established by X-ray diffraction studies. (Chemical Presented).

Square planar nickel(II) complexes with halogenated o- diiminobenzosemiquinonato ligation: Synthesis, characterization, and redox property

Seven square planar bis(o-diiminobenzosemiquinonato)nickel(II) complexes, [Ni(o-C6H4(NH)(NAr))2] (Ar=Mes, 1; p-F-C 6H4, 2; p-Cl-C6H4, 3), [Ni(o-4,5-F2-C6H2(NH)(NPh))2] (4), and [Ni(o-4,5-Cl2-C6H2(NH)(NAr))2] (Ar=Ph, 5; 2,6-F2-C6H3, 6; 2,6-Cl 2-C6H3, 7), have been synthesized and characterized by 1H NMR, 13C NMR, 19F NMR, IR, UV-Vis-NIR, elemental analyses, HRMS, as well as single-crystal X-ray diffraction studies (1 and 7). The cyclic voltammograms of these complexes exhibit two reversible redox processes of [NiL2]0/1- and [NiL2]1-/2-, and one irreversible process of [NiL 2]0/2+. Substituent effects on the redox properties of these complexes, in addition with those of the known complexes [Ni(o-C 6H4(NH)(NPh))2] (8) and [Ni(o-3,5-Bu t2-C6H2(NH)2) 2] (9), are identified by comparing the half-wave potentials of the reduction waves, as 1≈92] parallels the electron-donating and -withdrawing ability of the substituent group. Reduction of 1 with one or two equivalents of sodium metal in THF has led to the isolation of [Na(THF) 3][1] and [Na(THF)3]2[1]. The structure data of these two complexes revealed by low-temperature X-ray crystallography suggest their corresponding electronic structures of [NiII(1L ·1-)(1L2-)]1- and [Ni II(1L2-)2]2-, which are in line with those of [9]n (n=1-, 2-) suggested by spectroelectrochemical study. Copyright

A thiourea-oxazoline library with axial chirality: Ligand synthesis and studies of the palladium-catalyzed enantioselective bis(methoxycarbonylation) of terminal olefins

We report herein the synthesis of novel chiral S,N-heterobidentate thiourea-oxazoline ligands and their application to palladium-catalyzed enantioselective bis(methoxycarbonylation)s of terminal olefins under mild conditions. Copper salts were found to play multiple roles in this reaction. Substituted 2- phenylsuccinates were obtained in >90% yield and up to 84% ee under optimized conditions.

Highly stereoselective formal [3 + 3] cycloaddition of enals and azomethine imines catalyzed by N-heterocyclic carbenes

N-Heterocyclic carbenes derived from N-mesityl benzimidazolium salts are effective catalysts for generating homoenolate species from α,β-unsaturated aldehydes. The nucleophilic intermediate adds to azomethine imines, and the resulting activated carbonyl u

Synthesis and structure-activity relationship of imidazo[1,2-a] benzimidazoles as corticotropin-releasing factor 1 receptor antagonists

8-Aryl-1,3a,8-triaza-cyclopenta[a]indenes represent a novel series of high binding affinity corticotropin-releasing factor 1 receptor antagonists. Here, we report their synthesis, SAR, and pharmacokinetic properties of compound 8e (Ki = 23 nM).