143859-77-2

Usage

Chemical structure

A bis-pyrrole compound containing a 4-nitrophenyl group

Biological and medicinal applications

Exhibits antimicrobial, antioxidant, and anticancer properties

Potential use in organic electronics and optoelectronic devices

Due to its interesting electronic and optical properties

Investigation as a potential candidate for new materials and sensors

Shows promise for various applications in the fields of medicine, materials science, and electronics.

Upstream product

• 96-54-8 N-Methylpyrrole 
• 109-97-7 pyrrole 
• 109086-73-9 2-(p-nitro)phenyltetrahydro-(2H)-1,3-oxazines 
• 100-19-6 (4-nitrophenyl)ethanone 
• 14922-36-2 4-nitrophenylglyoxylic acid 
• 99-61-6 3-nitro-benzaldehyde 
• 13707-46-5 N-tosyl-4-nitrobenzaldimine 
• 555-16-8 4-nitrobenzaldehdye 
• 13707-46-5 (E)-4-methyl-N-(4-nitrobenzylidene)benzenesulfonamide 

Downstream Products

• 873955-91-0 4-[bis-(1H-pyrrol-2-yl)-methyl]-phenylamine 
• 1010121-01-3 1,9-bis(benzoyl)-5-(4-nitrophenyl)dipyrromethane 
• 1005453-28-0 C₁₇H₁₃N₃O₄ 
• 197454-84-5 tris(5-(4-nitrophenyl)-4,6-dipyrrinato)cobalt(III) 
• 883455-87-6 acetylacetonato(4-nitrophenyldipyrromethene)copper(II) 
• 1204193-14-5 3,5-dibromo-8-[nitrophenyl]-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene 
• 1217189-55-3 [(η4-C8H12)Rh(5-(4-nitrophenyl)dipyrromethene(1-))] 
• 1187789-74-7 C₈H₂Cl₂N₂O₂*C₁₅H₁₁N₃O₂ 
• 1179508-60-1 [(η6-C6H6)RuCl(5-(4-nitrophenyl)-dipyrromethene)] 
• 1179508-59-8 [(η6-p-cymene)RuCl(5-(4-nitrophenyl)-dipyrromethene)] 

Relevant academic research and scientific papers

Push-pull type manganese(III)corroles: Synthesis, electronic structures and tunable interactions with ctDNA

The synthesis of three low symmetry A2B type Mn(III)triarylcorroles with meso-aryl substituents that provide push-pull electron-donating and -withdrawing properties is reported. An analysis of the structure-property relationships for the optical and redox properties has been carried out through a comparison with the results of theoretical calculations. The results demonstrate that A2B type Mn(III)triarylcorroles interact strongly with cell-free circulating tumor deoxyribonucleic acid (ctDNA) in solution, and that the interaction constants are enhanced when a stronger electron-donating substituent is introduced at the 10-position of the meso-triarylcorrole ligand.

K2S2O8mediated synthesis of 5-Aryldipyrromethanes and meso-substituted A4-Tetraarylporphyrins

The synthesis of dipyrromethanes from pyrrole and arylglyoxylic acids in the presence of K2S2O8at 90 C is reported affording dipyrromethanes in very good yields. Unlike an excess pyrrole traditionally used in dipyrromethane synthesis, the current method uses a stoichiometric amount of pyrrole avoiding any use of Br?nsted or Lewis acid. A gram scale synthesis of 5-phenyldipyrromethane is also achieved demonstrating potential scale up of dipyrromethanes using this method feasible. Subsequently, dipyrromethanes were converted to A4tetraarylporphyrins also in the presence of K2S2O8at 90C. A direct synthesis of A4-tetraphenylporphyrin from excess pyrrole and phenylglyoxylic acid in the presence of K2S2O8 at 90C is also reported.

Selective Synthesis of Tripyrranes, Tetrapyrranes, and Corroles

A new, catalytic, and general methodology was developed for the direct synthesis of unsymmetrical AB-type tripyrranes by reaction of dipyrromethanesulfonamides with pyrrole. Key structure dipyrromethanesulfonamides were synthesized by the addition of meso

A novel method for the synthesis of dipyrromethanes by metal triflate catalysis

5-Substituted dipyrromethanes were synthesized by the reaction of N-tosyl imines with excess pyrrole in the presence of metal triflates. Tripyrromethane and other oligomeric side products were not observed. High yields of 5-substituted dipyrromethanes wer

Efficient and versatile single pot approach to dipyrromethanes and bis(heterocyclyl)methanes

An efficient single pot route is presented involving the use of O, N-perhydro 1,3-heterocycles as carbonyl equivalents for the synthesis of 5-substituted dipyrromethanes, 5,10-disubstituted tripyrranes and bis(heterocyclyl)methanes.

Green Chemistry for Preparation of Oligopyrrole Macrocycles Precursors: Novel Methodology for Dipyrromethanes and Tripyrromethanes Synthesis in Water

A novel methodology for preparation of linear oligopyrroles is presented. Synthetic protocol uses water as a solvent for acid catalysed condensation of an aldehyde or ketone with unsubstituted pyrrole. While the most procedures for the above-mentioned com

Synthesis of meso-phenyl-4,6-dipyrrins, preparation of their Cu(II), Ni(II), and Zn(II) chelates, and structural characterization of bis[meso-phenyl-4,6-dipyrrinato]Ni(II)

meso-Phenyldipyrromethanes can be oxidized by 2,6-dicyano-3,5-dichloro-para-benzoquinone (DDQ) to the corresponding meso-phenyldipyrrins. As expected, these novel, stable bipyrrolic pigments readily form metal chelates with copper(II), nickel(II), and zinc(II). Their UV-VIS spectra are compared with a series of known alkyl-substituted dipyrrin chelates and, based on the UV-VIS spectral analysis, the dihedral angle between the two ligands in the bis[meso-phenyldipyrrinato]Ni(II) complex was calculated to be 42°. The molecular structure of this complex was determined by X-ray crystallography, essentially confirming the calculation. Crystals of C30H22N4Ni are orthorhombic, a = 17.156(3), b = 35.217(1), c = 7.886(1) A, Z = 8, space group Fddd. The structure was solved by direct methods and refined by full-matrix least-squares procedures to R = 0.040 and Rw = 0.031 for 1058 reflections with I ≥ 3σ(F2). The central nickel is coordinated in a distorted square-planar fashion by four nitrogens. The pair of the planar dipyrrinato ligands enclose a dihedral angle of 38.5°. This is the lowest angle reported for nickel(II) complexes of this kind. As a result of this, and in sharp contrast to previously described nickel(II) dipyrrin chelates, the central metal is diamagnetic.