85346-51-6

Upstream product

• 345932-52-7 5-Amino-1-(p-biphenylyl)benzimidazole 
• 51-17-2 benzoimidazole 
• 92-66-0 4-bromo-1,1'-biphenyl 
• 324-74-3 4-fluoro-biphenyl 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 98-80-6 phenylboronic acid 
• 502925-12-4 1-(4-bromophenyl)-1H-benzo[d]imidazole 
• 1591-31-7 4-iodo-biphenyl 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 88783-79-3 (2,4-Dinitrophenyl)(4-biphenylyl)amine 
• 47162-05-0 N¹-Biphenyl-4-yl-benzene-1,2,4-triamine 
• 92-67-1 4-phenylalanine 

Downstream Products

• 85346-49-2 (1-Biphenyl-4-yl-1H-benzoimidazol-2-yl)-methanol 

Relevant academic research and scientific papers

Water dispersed fluorescent organic aggregates for the picomolar detection of ClO4- in water, soil and blood serum and the attogram detection of ClO4- in the solid state by a contact mode method

Fluorescent organic aggregates (FOAs) of CS-1 have been used for the fluorescence based selective estimation of ClO4- ions. CS-1 undergoes self-aggregation to form FOAs (φ = 0.35) with a diameter of 140 ± 50 nm in aqueous medium. Dynamic light scattering and field emission scanning electron microscopy studies reveal that FOAs of CS-1 undergo further aggregation to form larger particles upon addition of ClO4- (10 pM-1 nM concentration) but at higher concentrations of ClO4- ions, these FOAs undergo dis-aggregation to give finally a molecularly dissolved complex of CS-1 and ClO4-. This ClO4- induced aggregation-dis-aggregation process of FOAs of CS-1 is associated with super-amplified fluorescence quenching following two domains of non-linear complexation with Ksv values of 2.42 × 108 M-1 and 3.59 × 105 M-1 and variation in the lifetime measurements of FOAs of CS-1 at different concentrations of ClO4-. The lowest limit of detection is 10 pM in solution and 6 × 10-18 g cm-2 in the solid state by a contact mode method with a selectivity of ～10 000 over other inorganic anions and allows the quantitative measurement of ClO4- ions using front surface steady state fluorescence of paper strips coated with CS-1. FOAs of CS-1 find applications in the determination of ClO4- in tap water, soil and also blood serum. Probe CS-2, which differs from CS-1 in lacking three methyl groups on the m-phenylene spacer, shows poor sensitivity (LOD 1.6 μM) towards ClO4-. DFT studies of CS-1 and CS-2 and their complexes with ClO4- reveal the effect of methyl substituents on their geometries.

Ni-Catalyzed Dual C-H Annulation of Benzimidazoles with Alkynes for Synthesis of π-Extended Heteroarenes

Transition metal catalyzed dual C-H activation and annulation with alkynes was an attractive protocol to construct polycyclic π-extended structures. However, most of them were dominated by noble metal catalysts. Disclosed herein was the study of base-metal Ni-catalysis for dual C-H annulation of N-aromatic imidazole, which produced a range of desired polycyclic aza-quinolines in 48-95% yields. The use of bifunctional phosphine oxide ligand proved to be critical for success.

A simple and efficient 2N2O-Cu(II) complex as a catalyst for N-arylation of imidazoles in water

Four inexpensive and air- and moisture-stable 2N2O-Cu complexes were synthesized, one of which proved to exhibit good catalytic activity for the N-arylation of imidazoles in water. A variety of aryl iodides and aryl bromides underwent coupling with imidazoles promoted by the catalytic system with moderate to excellent yields.

3-(Diphenylphosphino)propanoic acid: An efficient ligand for the Cu-catalyzed N-arylation of imidazoles and 1H-pyrazole with aryl halides

3-(Diphenylphosphino)propanoic acid (L2) has proved to be an efficient ligand for the copper-catalyzed CN coupling reactions. N-arylation of imidazoles with aryl iodides catalyzed by CuCl/L2 was smoothly carried out in DMSO at 100 °C with a yield up to 98%. N-arylation of 1H-pyrazole with aryl iodides and bromides catalyzed by Cu(OAc)2/L2 in 1,4-dioxane also gave the corresponding products with yields of 40%-98%.

A soluble copper(I) source and stable salts of volatile ligands for copper-catalyzed C-X couplings

A stable adduct of CuI with Bu4NI, soluble in organic solvents, has been identified as an effective catalyst for copper-catalyzed C-N and C-O couplings. In addition, stable nonhygroscopic salts of some high performance ligands (diamine MsOH salts/CuX and copper(II) diketonates) were shown to be of similar and sometimes greater reactivity compared to the literature reagents for these couplings. Furthermore, these more robust conditions result in more reproducible results.

Catalyst-free N-arylation using unactivated fluorobenzenes

Caught in a 'SNAr'e: A one-step, high-yielding, catalyst-free method is described for N-arylation of azoles and indoles from unactivated monofluorobenzenes. This SNAr reaction tolerates a wide range of substituents and can also generate halogenated N-aryl products. The reaction can also be performed simultaneously with or subsequent to a copper- or palladium-catalyzed cross-coupling reaction in the same pot. Copyright

Ligand-free copper-catalyzed arylation of imidazole and N,N′-carbonyldiimidazole, and microwave-assisted synthesis of N-Aryl-1H-imidazoles

Microwave-assisted arylation of 1H-imidazoles and N,N′- carbonyldiimidazole under ligand-free copper-mediated conditions in tetraethyl orthosilicate is reported. Valuable evidence for understanding of the Cu-catalyzed mechanism of the Ullmann reaction is

FREE-RADICAL HYDROXYMETHYLATION OF BENZIMIDAZOLE

Several benzimidazole derivatives were subjected to free-radical hydroxymethylation.Benzimidazole displays lower activity than quinoline in the first stage of the transformation, viz., in the addition of the hydroxymethyl radical.The yields of hydroxymeth