4089-09-2

Upstream product

• 1003-29-8 2-pyrrole aldehyde 
• 62-53-3 aniline 
• 1192-58-1 N-methylpyrrole aldehyde 
• 105090-44-6 1,3,3-triphenyl-4-(pyrrol-2-yl)azetidin-2-one 

Downstream Products

• 1003-29-8 2-pyrrole aldehyde 
• 62-53-3 aniline 
• 918629-94-4 (bis(diisopropylamino)phosphanyl)(1H-pyrrol-2-ylmethylene)phenylamine 
• 918629-90-0 (1-diphenylphosphanyl-1H-pyrrol-2-ylmethylene)phenylamine 
• 143021-12-9 {Ni(NC₄H₃CHNC₆H₅)2(NC₅H₅)2}*H₂O 
• 760143-98-4 {Ni(NC₄H₃CHNC₆H₅)2(N₂C₁₂H₈)} 
• 26339-13-9 bis(2-{phenyliminomethyl}pyrrolato)nickel(II) 
• 15170-41-9 bis(2-{phenyliminomethyl}pyrrolato)copper(II) 
• 1034109-67-5 Re(CO)4(NC₄H₃CHNC₆H₅) 
• 1386987-99-0 B(C₆H₅)2C₄H₃NCHNC₆H₅ 
• 105090-44-6 1,3,3-triphenyl-4-(pyrrol-2-yl)azetidin-2-one 

Relevant academic research and scientific papers

Titanium complexes of pyrrolylaldiminate ligands and their exploitation for the ring-opening polymerization of cyclic esters

A series of six-coordinate titanium complexes1-6supported by pyrrolylaldiminate ligands were preparedviathe reaction of 2 equivalents of ligands and Ti(OiPr)4in toluene at 70 °C. The X-ray structure of2revealed that the two ligands w

Synthesis, characterization and cancer cell growth inhibition activity of ruthenium(II) complexes bearing bidentate pyrrole-imine ligands

A series of bidentate pyrrole-imine ligands, [C4H3NH-(2-CH=N-R)] (1, R = cyclohexenyl; 2, R = CH2CH2-1-cyclohexenyl; 3, R = tBu; 4, R = CH2-2-furyl; 5, R = 2-methoxylphenyl; 6, R = phenyl;

N-(Aryl)pyrrole-2-aldimine complexes of ruthenium: Synthesis, characterization and catalytic transfer-hydrogenation

Reaction of N-(4′-R-phenyl)pyrrole-2-aldimines (HL-R, where H represents the acidic N-H hydrogen and, R = OCH3, CH3, H and Cl) with [Ru(bpy)2(EtOH)2]2+, formed in situ via Ag+-assisted removal of the chlorides from [Ru(bpy)2Cl2] in ethanolic medium, affords a group of pinkish-brown complexes of type [Ru(bpy)2(L-R)]+ isolated as nitrate salts. Structure of [Ru(bpy)2(LOCH3)]NO3 and [Ru(bpy)2 (L-CH3)]NO3 have been determined by X-ray crystallography. The aldimine-ligand (L-R) is coordinated to the metal center as a mono-anionic bidentate N,N-donor. All the complexes are diamagnetic, and show characteristic 1H NMR signals and intense absorptions in the visible region. Cyclic voltammetry on the complexes shows two irreversible oxidations within 0.64 to 1.14 V vs SCE and two irreversible reductions within -1.00 to -1.58 V vs SCE. The [Ru(bpy)2(LR)]+ complexes are found to serve as efficient catalyst-precursor for the transfer-hydrogenation of aldehydes and ketones.

Silver-catalyzed three-component approach to quinolines starting from anilines, aldehydes, and alcohols

A silver-catalyzed sequential formation of two C-C bonds for the construction of a series of polysubstituted quinolines from anilines, aldehydes, and alcohols under mild conditions has been developed. The transformation is effective for a broad range of substrates, including aliphatic alcohols, arylalkanols, cycloalkanols, and ethylene glycol, thereby permitting the expansion of the constituent architectures of the heterocyclic framework.

Monomethylaluminum and dimethylaluminum pyrrolylaldiminates for the ring-opening polymerization of rac-lactide: Effects of ligand structure and coordination geometry

Two series of aluminum alkyl complexes supported by pyrrolylaldiminate ligands, LAlMe2 (1a-7a) and L2AlMe (1b-7b), were successfully synthesized and characterized by NMR spectroscopy and elemental analysis. Reactions of trimethylaluminum with the corresponding pyrrolylaldiminate ligands in the molar ratios of 1:1 and 1:2 yielded dimethylaluminum pyrrolylaldiminates (1a-7a) and monomethylaluminum pyrrolylaldiminates (1b-7b), respectively, in good yields. The structure of 3b, determined by single-crystal X-ray diffraction, displayed a distorted trigonal bipyramidal geometry with the τ value of 0.65. Upon addition of 1 equivalent of benzyl alcohol, all complexes promoted the living ring-opening polymerization of rac-lactide with a good control over molecular weights and polydispersities. Complexes 6a and 7a were found to efficiently mediate the immortal polymerization in the presence of excess equivalents of benzyl alcohol (up to 5 equivalents), as evidenced by the narrow PDI values and the good agreement between the experimental Mn values and monomer/benzyl alcohol ratios. The steric and electronic effects of the imine nitrogen substituents had a strong influence on the polymerization activities both in catalytic activity and polymer microstructure. The catalytic activity decreased as follows: 4-Me-C6H4 (3) > C6H5 (1) ≈ 4-F-C6H4 (2) ≈ 2-Me-C6H4 (5) > 4-OMe-C6H4 (4) ? 2-tBu-C 6H4 (6) > adamantyl (7). In comparison, the catalytic activity of the monomethylaluminum complex is slightly higher than that of the dimethylaluminum counterpart. The polymerization of rac-lactide by 6b yielded heterotactically enriched polylactide (Pr = 0.60) whereas the isotactic-enriched polymer (Pm = 0.74) was obtained from 7b. The Royal Society of Chemistry 2014.

Tunable fluorophores based on 2-(N-Arylimino)pyrrolyl chelates of diphenylboron: Synthesis, structure, photophysical characterization, and application in OLEDs

Reactions of 2-(N-arylimino)pyrroles (HNC4H3C(H)=N- Ar) with triphenylboron (BPh3) in boiling toluene afford the respective highly emissive N,N-boron chelate complexes, [BPh2{κ 2N,N-NC4H3C(H)=N-Ar}] (Ar=C6H 5 (12), 2,6-Me2-C6H3 (13), 2,6-iPr2-C6H3 (14), 4-OMe-C6H 4 (15), 3,4-Me2-C6H3 (16), 4-F-C6H4 (17), 4-NO2-C6H4 (18), 4-CN-C6H4 (19), 3,4,5-F3-C 6H2 (20), and C6F5 (21)) in moderate to high yields. The photophysical properties of these new boron complexes largely depend on the substituents present on the aryl rings of their N-arylimino moieties. The complexes bearing electron-withdrawing aniline substituents 17-20 show more intense (e.g., φf=0.71 for Ar=4-CN-C6H4 (19) in THF), higher-energy (blue) fluorescent emission compared to those bearing electron-donating substituents, for which the emission is redshifted at the expense of lower quantum yields (φf=0.13 and 0.14 for Ar=4-OMe-C6H4 (15) and 3,4-Me2-C6H3 (16), respectively, in THF). The presence of substituents bulkier than a hydrogen atom at the 2,6-positions of the aryl groups strongly restricts rotation of this moiety towards coplanarity with the iminopyrrolyl ligand framework, inducing a shift in the emission to the violet region (λmax=410-465-nm) and a significant decrease in quantum yield (φf=0.005, 0.023, and 0.20 for Ar=2,6-Me2-C6H3 (13), 2,6-iPr 2-C6H3 (14), and C6F5 (21), respectively, in THF), even when electron-withdrawing groups are also present. Density functional theory (DFT) and time-dependent DFT (TD-DFT) calculations have indicated that the excited singlet state has a planar aryliminopyrrolyl ligand, except when prevented by steric hindrance (ortho substituents). Calculated absorption maxima reproduce the experimental values, but the error is higher for the emission wavelengths. Organic light-emitting diodes (OLEDs) have been fabricated with the new boron complexes, with luminances of the order of 3000-cdm-2 being achieved for a green-emitting device. Fluorescent N,N-boron chelate complexes: Mononuclear boron complexes of 2-(N-arylimino)pyrrolyl emit violet to bluish-green colors in solution (see figure, ITO=indium tin oxide, PEDOT:PSS=poly(3,4- ethylenedioxythiophene):poly(styrene sulfonic acid)), depending on the substituents on the N-aryl group. Organic light-emitting diodes have been successfully fabricated with the new boron complexes, achieving luminances of the order of 3000-cdm-2.

Hydrolysis kinetic studies of schiff bases derived from pyrrolic aldehydes in buffered aqueous ethanol and sulfuric acid solutions: Structural effects of substitutes

Two series of substituted N-pyrrolyl-2-methylene-aniline were synthesized and characterized to study their stability in a large domain of pH (0-14) and especially in the H0 domain (-4 to 0). The hydrolysis kinetics of the azomethine group was established in homogeneous media using a thermostated UV-vis spectrophotometer. The hydrolysis mechanism was investigated, and the experimental kinetic constants were calculated. Then, the pH-rate diagram profile was determined and the structural effect of substitutes on the kinetic constants was clarified and discussed.

Novel vanadium(iii) complexes with bidentate N,N-chelating iminopyrrolide ligands: Synthesis, characterization and catalytic behaviour of ethylene polymerization and copolymerization with 10-undecen-1-ol

A series of novel vanadium(iii) complexes bearing iminopyrrolide chelating ligands [2-(RNCH)C4H3N]V(THF)2Cl2 (2a: R = cyclohexyl; 2b: R = Ph; 2c: R = 2,6-iPr2C6H 3; 2d: R = p-CF

Chelating N-pyrrolylphosphino-N′-arylaldimine ligands: Synthesis, ligand behaviour and applications in catalysis

Two families of variously-substituted N-pyrrolylphosphino-N′- arylaldimine ligands, 2-(aryl-NCH)C4H3N-PR2 {3a-d R = Ph; 4a-d R = Pri2N}, have been prepared from the corresponding pyrrolylaldimines 2.

Water as an ideal solvent for the synthesis of easily hydrolyzable compounds: High-yield preparation of 2-pyrrolecarbaldimines and their CVD/ALD-relevant Cu(II) derivatives in H2O

Water was found to be an ideal solvent for the remarkably high-yield, fast preparation of easily hydrolyzable 2-pyrrolecarbaldimines. In the presence of Cu2+, the reaction afforded, in one step, the corresponding Cu(II) chelates which were demonstrated to meet the initial set of current microelectronics criteria for Cu metal deposition via a CVD/ALD process. Electronic effects of the substituent on the imino nitrogen of the Cu complexes were shown to strongly influence the coordination geometry at the Cu center.