15095-61-1

Upstream product

• 4238-71-5 1-benzylimidazole 
• 74-88-4 methyl iodide 
• 616-47-7 1-methyl-1H-imidazole 
• 100-44-7 benzyl chloride 
• 620-05-3 iodomethylbenzene 

Downstream Products

• 74-89-5 methylamine 
• 100-46-9 benzylamine 

Relevant academic research and scientific papers

Photocatalytic C-F Bond Borylation of Polyfluoroarenes with NHC-boranes

The first photoredox-catalyzed defluoroborylation of polyfluoroarenes with NHC-BH3 has been facilely achieved at room temperature via a single-electron-transfer (SET)/radical addition pathway. This new strategy makes full use of the advantage of photoredox catalysis to generate the key boryl radical via direct activation of a B-H bond. Good functional group tolerance and high regioselectivity offer this protocol incomparable advantages in preparing a wide array of valuable polyfluoroarylboron compounds. Moreover, both computational and experimental studies were performed to illustrate the reaction mechanism.

Palladium(II) complexes containing mono-, bi- and tridentate carbene ligands. Synthesis, characterisation and application as catalysts in C-C coupling reactions

Palladium complexes of functionalised heterocyclic carbene complexes have been synthesised. Treatment of imidazolium salts with Ag2O yields AgI(carbene)2 complexes, which act as carbene transfer agents when reacted with palladium salts. In this manner, [Pd(Me)(1-(2-ethylpyridyl)-3-methylimidazolin-2-ylidene)Cl]2 (4a) and Pd(Me)(1-benzyl-3-methylimidazolin-2-ylidene)2Cl (4c) have been prepared from PdMeCl(cod) (cod=1,5-cyclooctadiene) and the appropriate silver complex. Similarly, the reaction of a Ag(carbene)2 complex with PdCl2(MeCN)2 gives Pd(1-benzyl-3-methylimidazolin-2-ylidene)2Cl2 (4b). The tridentate carbene complex [Pd(Me)(1,3-di(2-picolyl)imidazolin-2-ylidene)]BF4 (6a) is synthesised via the in situ reaction of the imidazolium salt with Ag2O, followed by PdMeCl(cod) and AgBF4, whilst [PdCl{1,3-bis(diisopropyl-2-ethylamino)imidazolin-2-ylidene}]BF4 (6c) is synthesised in an identical manner from PdCl2(MeCN)2. The chelated complexes [1,1′-dimethyl-3,3′-(1,2-xylylene)diimidazolin-2,2′-diylidene] Pd(II) dibromide (5a), [1,1′-dimethyl-3,3′-(1,3-xylylene)diimidazolin-2,2′-diylidene] Pd(II) dibromide (5b) and Pd(imidazoliophane)Br2 (5c) have been synthesised via the reaction of the appropriate imidazolium salt with Pd(OAc)2. X-ray crystal structures of the imidazolium salt, 1,3-di(2-picolyl)imidazolium chloride (1f) and the complex [Pd(Me)(tetramethylimidazolin-2-ylidene)2Cl] (2) are reported. Complex 2 shows square planar coordination with the two carbene ligands trans to each other. The carbene ligands are inclined at 65.3° to the coordination plane. Several complexes proved to be highly stable and efficient catalysts for intermolecular Heck and Suzuki coupling reactions, giving turnover numbers of up to 980 000 (Heck) and 177 500 (Suzuki).

Metal-free C(sp2)-H functionalization of azoles: K2CO3/I2-mediated oxidation, imination, and amination

The direct C2-H oxidation and imination of a wide variety of azoles was achieved by using a commercially available simple K2CO3/I2 reagent combination. The iodinated azole adduct, produced via the in situ generation of N-heterocyclic carbene, is the key intermediate for C2-H oxidation, imination, and amination of azoles. Significantly, these reactions proceed under mild conditions with high to excellent yields, are scalable to large quantity and exhibit a broad substrate scope. Interestingly, this direct C2-H imination method allowed us to access various pharmacologically active N6-alkyl or N6-aryl substituted benzimidazoquinazolinone scaffolds through intramolecular C-H imination in a sequential one-pot reaction.

Small “Yaw” Angles, Large “Bite” Angles and an Electron-Rich Metal: Revealing a Stereoelectronic Synergy To Enhance Hydride-Transfer Activity

Cyclometalated complexes are an important class of (pre)catalysts in many reactions including hydride transfer. The ring size of such complexes could therefore be a relevant aspect to consider while modulating their catalytic activity. However, any correl

Effect of ionic liquids on the Menschutkin reaction: An experimental and theoretical study

(Figure Presented) The effect of ionic liquids (ILs) on the Menschutkin reaction between N-methylimidazole and benzyl halides has been investigated. Hammett correlations have been used to obtain information on the reaction mechanism of benzyl chlorides in

NMR Study of Isolobal N-CH3+, N-BH3 and N-BF3 Imidazole Derivatives

Some N-BH3, N-BF3, N+-CH3 and N+-H imidazole derivatives have been prepared and their 13C, 11B and 1H NMR spectra studied.The effect of the different substituents was analysed.The isolobal character of the N-BH3 and N-CH3 derivatives is reflected in their spectra.In the 13C-H coupled spectra of N-borane adducts, the hydrides appear to be coupled with the heterocyclic carbon atoms.The C-4 chemical shift value is indicative of the nature of the N-substitution; lone pair (128-130 ppm), BH3 (126-128 ppm), BF3 and + (122-124 ppm) or + (117-119 ppm).The latter values allowed the chemical shifts of frozen imidazole to be estimated; 128 ppm for C-4 and 117 for C-5.Key-Words: Imidazole-BH3, Imidazole-BF3, 1H, 11B and 13C NMR, Longe-range J(C,H) values

Imidazole compounds and their use as transglutaminase inhibitors

Imidazole compounds including imidazoles and imidazolium salts, and their use as transglutaminase inhibitors are disclosed.