955363-72-1

Basic information

• Product Name: 2,6-bis(1'-benzylbenzimidazol-2'-yl)pyridine
• Synonyms: 2,6-bis(1'-benzylbenzimidazol-2'-yl)pyridine
• CAS NO: 955363-72-1
• Molecular Weight: 491.595
• Mol File: 955363-72-1.mol

Chemical Properties

• CAS DataBase Reference: 2,6-bis(1'-benzylbenzimidazol-2'-yl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-bis(1'-benzylbenzimidazol-2'-yl)pyridine(955363-72-1)
• EPA Substance Registry System: 2,6-bis(1'-benzylbenzimidazol-2'-yl)pyridine(955363-72-1)

Safety Data

• Hazardous Substances Data: 955363-72-1(Hazardous Substances Data)

Upstream product

• 95-54-5 1,2-diamino-benzene 
• 499-83-2 Pyridine-2,6-dicarboxylic acid 
• 28020-73-7 2,6-bis(benzimidazole-2'-yl)pyridine 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 

Downstream Products

• 1235347-90-6 2,6-bis(1'-benzylbenzimidazol-2'-yl)pyridine cobalt(II) chloride 
• 1356954-97-6 FeCl₃(2,6-bis(1'-benzylbenzimidazol-2'-yl)pyridine) 
• 1356955-02-6 2,6-bis(1'-benzylbenzimidazol-2'-yl)pyridine iron(II) chloride 
• 1315594-51-4 [RuCl₂(OS(CH₃)2)(NC₅H₃(CNC₆H₄NCH₂C₆H₅)2)] 
• 1235347-90-6 2,6-bis(1'-benzylbenzimidazol-2'-yl)pyridine cobalt(II) chloride 

Relevant articles and documents

Synthesis and Characterization of Ruthenium(II) Complexes Bearing Benzimidazole Ligands: For Transfer Hydrogenation Catalysis

Ru(II) complexes with the general formula [RuCl2(p-cymene)(L1-3)], K1-3, (L1-3: monodentate benzimidazole ligands), [RuCl2(L5-6)(S)], K4-7, (L5-6: tridentate benzimidazole ligands, S: Solvents [methanol or acetonitrile]), and [RuCl2(L5)(L1-2)], K8-9, were synthesized from [RuCl2(p-cymene)]2 dimer and mono- and tridentate benzimidazole ligands. The compounds were characterized by elemental analysis, IR, UV-Vis, and NMR. The synthesized Ru(II) complexes (K1-9) were tested as catalysts for the transfer hydrogenation (TH) of acetophenone to secondary alcohols in the presence of KOH using 2-propanol as a hydrogen source at 82°C. All complexes were active catalysts for TH of acetophenone with good yields under mild conditions (after 60 minutes, yields of up to 97%).

Evaluation of Cu(II) bzimpy complexes by 1H-NMR and catalytic activities

Copper(II) complexes (3a–d and 4a–d) containing tridentate 2,6-bis(benzimidazole-2-yl) pyridine (bzimpy) were synthesized and characterized by 1H-NMR, elemental analysis, IR, UV and mass spectroscopy. These complexes were tested as catalysts in transfer hydrogenation (TH). The effects of wingtip substituents on bzimpy ligand to the TH activity of Cu(II) complexes were investigated. Among the catalysts, complex 4d with sterically bulky bzimpy ligand showed the highest catalytic activity in this transformation.

Synthesis of bimetallic complexes bridged by 2,6-bis(benzimidazol-2-yl) pyridine derivatives and their catalytic properties in transfer hydrogenation

A series of binuclear rhodium(i) and iridium(i) complexes with 2,6-bis(benzimidazol-2-yl) pyridine (bzimpy) derivatives were synthesized and characterized by elemental analysis and spectroscopic methods. The molecular and crystal structures of complex 3d were determined by the single crystal X-ray diffraction technique. Their monometallic analogues were prepared to compare the catalytic properties of the bimetallic complexes. To determine the catalyst properties that result in a cooperative, bimetallic enhancement of the reaction rate, the systematic variation of the intermetallic distance and the ligand donor properties of the bimetallic complexes were explored based on the transfer hydrogenation reactions of ketones.

Synthesis, characterization, and butadiene polymerization of iron(III), iron(II) and cobalt(II) chlorides bearing 2,6-bis(2-benzimidazolyl)pyridyl or 2,6-bis(pyrazol)pyridine ligand

Iron(III), iron(II) and cobalt(II) complexes bearing neutral N,N,N-tridentate ligand (Fe(III)L1, 1a; Fe(III)L2, 1b; Fe(III)L3, 1c; Fe(III)L4, 2a; Fe(III)L5, 2b; Fe(III)L6, 2c; Fe(II)L1, 3a; Fe(II)L2, 3b; Fe(II)L3, 3c; Fe(II)L4, 4a; Fe(II)L5, 4b; Fe(II)L6, 4c; CoL1, 5a; CoL2, 5b; CoL3, 5c; CoL5, 6b and CoL6, 6c) have been synthesized from the metal chlorides (FeCl3, FeCl2·4H2O or CoCl2) by treating the corresponding ligands (2,6-bis(benzimidazol-2-yl)pyridine, L1; 2,6-bis(1′-ethylbenzimidazol-2′-yl)pyridine, L2; 2,6-bis(1′-benzylbenzimidazol-2′-yl)pyridine, L3; 2,6-bis(pyrazol)pyridine L4; 2,6-bis(3-methylpyrazol)pyridine, L5 or 2,6-bis(3,5-dimethylpyrazol)pyridine, L6. The complexes are characterized by FTIR and elemental analyses. The structures of complexes 1a, 1b, 3a, 3b, 3c, 4a, 5a, 5b, 5c and 6c are further confirmed by X-ray crystallographic analyses. Six coordination iron(III) (1a, 1b and 1c) and iron(II) (3c*DMF) complexes adopt a distorted octahedral configuration with the equatorial plane formed by the three nitrogen atoms and one chlorine atom, while the iron(II) (3a, 3b and 4a) and cobalt complexes (5a, 5b, 5c and 6c) adopt a trigonal bipyramidal configuration with the equatorial plane formed by the pyridyl nitrogen atoms and the two chlorine atoms. All complexes are evaluated as precursors for 1,3-butadiene polymerization in the presence of cocatalyst in toluene at room temperature. Iron(III) and iron(II) bearing the same ligand show comparable catalytic performance. The catalytic activity and selectivity are significantly influenced by the ligand structure, with the latter being tunable within a wide range from cis-1,4 to trans-1,4. Cobalt complexes, in combination with either MAO or aluminum chlorides shown high activity, and high cis-1,4-selectivity irrespective of the structure of ligand backbone.

Synthesis of ruthenium(II) complexes containing tridentate triamine (′NNN′) and bidentate diamine ligands (NN′): As catalysts for transfer hydrogenation of ketones

A series of neutral and cationic Ru(II) complexes (1-10), bearing pyridine-based tridentate (′NNN′), pyridine-based bidentate (NN′), and mixed ′NNN′ + NN′ ligands, were synthesized by starting from [RuCl 2(DMSO)4] and [RuCl2(p-cymene)]2 precursors. Solid-state structures of mixed-ligand complexes 9 and 10 were determined by single-crystal X-ray diffraction. Both complexes are unusual in that NN′ ligands were spontaneously oxidized in air under base-free conditions to give imine-amine bidentate ligands upon replacement of p-cymene by meridional ′NNN′. The complexes 1-10 were screened for transfer hydrogenation (TH) of aryl ketones with 2-propanol. The highest catalytic activity was obtained with the complexes containing tridentate ′NNN′ and 7, which contain nonsulfonated 2-(aminomethyl)pyridine. However, for complexes 6a-c, containing p-cymene (a facial tridentate ligand), a slower reaction rate was observed.

Nickel(II) dibromide complexes bearing bis(benzimidazolyl)amine and Bis(benzimidazolyl)pyridine ligands for ethylene oligomerizations

A series of bis(benzimidazolyl)amine and bis(benzimidazolyl)pyridine ligands and their respective nickel(II) dibromide complexes were synthesized and fully characterized. After activation of the nickel complexes with ethylaluminum sesquichloride showed productivity in excess of 106 (g-oligomer)(mol-Ni)-1h-1bar-1 towards ethylene oligomerization, producing butenes as major products. The bis(benzimidazolyl) pyridine nickel complexes showed higher activity and dimerization selectivity than corresponding bis(benzimidazolyl)amine nickel complexes. Graphical Abstract: [InlineMediaObject not available: see fulltext.]

Stereospecific polymerizations of 1,3-butadiene catalyzed by Co(II) complexes ligated by 2,6-bis(benzimidazolyl)pyridines

Highly stereoregular polybutadiene polymers with 1,4-cis isomeric content is synthesized using a series of 2,6-bis(benzimidazolyl)pyridine Co(II) on activation with alkylaluminum cocatalysts under moderate reaction conditions.