51552-53-5

Upstream product

• 131111-61-0 C₄₈H₃₈N₅⁽¹⁺⁾*I^(1-) 
• 917-23-7 5,15,10,20-tetraphenylporphyrin 
• 74-88-4 methyl iodide 
• 80612-45-9 N,N'-ethoxymethylene-meso-tetraphenylporphyrin 
• 80612-50-6 C₄₈H₃₇N₄O⁽¹⁺⁾*I^(1-) 
• 131111-60-9 C₄₇H₃₅N₅ 
• 333-27-7 methyl trifluoromethanesulfonate 

Downstream Products

• 90731-32-1 (1Z,4Z,9Z,15Z)-21-Methyl-5,10,15,20-tetraphenyl-porphyrin; compound with 4-nitro-phenol 

Relevant academic research and scientific papers

Interaction between meso-Phenyl-Substituted Porphirinioids and Carboxylic Acids, and a Thermal Analysis of Their Cationic Salts

Abstract: Thermogravimetry and quantum chemistry, including NBO analysis, are used to study the thermal stability and NH acidity of single and double protonated forms of tetrapyrrole macroheterocyclic ligands (porphyrins, their inverted and N-substituted analogs, and corroles). The temperature ranges of the destruction of porphyrinium acetates and trifluoroacetates, the enthalpies of evaporation of acid molecules from the crystalline phase, and the composition of cationic salts are calculated. The structures of protonated forms of macrocycles are optimized. The energies of porphyrin–acid interaction and the values of charge transfer ??during the formation of bonds are calculated.

Interpretation of the Soret Band of Porphyrins Based on N-Methyltetraphenylporphyrin Fluorescence

Low-temperature (77 K) absorption, fluorescence and fluorescence-excitation spectra and the fluorescence polarization spectrum of N-methyl-meso-tetraphenylporphin (N-methyl-TPP) are measured. Based on the polarization spectrum the absorption specrtum in the visible region (a "generic" porphyrin spectrum) is interpreted. In particular, it is shown that the fifth absorption band (the "Longo band") that manifests itself in some porphyrins is a Qy(0-2) band and does not belong to the individual electron transition. Emphasis is placed on the region of the Soret band. It is inferred that at least two allowed electron transitions (G --> Bx and G --> By) polarized mutually perpendicularly manifest themselves in this region. The interpretation of the Soret band of porphyrins [2] that attributes this band to one electron transition G --> Bx is thereby rejected. This interpretation is confirmed by computer modeling of the polarization spectrum. Special features of the experimental polarization spectrum are explained by a more developed vibrational structure and, possibly, a larger half-width of the Bx band than the half-width of the By band. The contribution of the states of intramolecular charge transfer to the formation of the Soret band is discussed.

SYNTHESIS OF N-CYANOPORPHYRINS AND RELATED COMPOUNDS. CRYSTAL STRUCTURE OF N-CYANO-MESO-TETRATOLYLPORPHYRIN.

N-Cyano-tetraphenylporphyrin was prepared either from N,N'-ethoxymethylene-meso-tetraphenylporphyrin and hydroxylamine-O-sulfonic acid or by direct cyanation with cyanogen bromide.Its metallation is rapid and concommitant cleavage of the N-substituent was observed.Such a reactivity can be used for rapid introduction of short-lived radionuclides into porphyrins.The crystal structure of N-cyano-meso-tetra-p-tolylporphyrin was determined.The macrocycle is ruffled, the pyrrole bearing the cyano group is tipped out of the (4N) plane by 29.3 deg.The angle of the cyanogroup with the corresponding pyrrole is 150 deg.

Formation of N-Methylporphyrin by Reaction of Methylhydrazine with Cytochrome P-450 Model

N-Methyl-meso-tetraphenylporphyrin (4) has been obtained in moderate yield by reaction of methylhydrazine with tetraphenylporphyrinatoiron(III) chloride (1) and cumene hydroperoxide.

N,N'-Bridged Porphyrins. Novel Synthesis, Metal Complexes, and Conversion into N-Monosubstituted Porphyrins. Crystal Structure of (N,N'-((Benzyloxy)methylene)tetraphenylporphyrin-N'',N''')dibromopalladium(II)

Formation of a one-carbon bridge between vicinal pyrrolic nitrogen atoms of porphyrins was easily achieved by using CHCl3/NaOH/ROH in the presence of a phase-transfer agent.Alkylation of a third nitrogen atom of the resulting bases and acid-catalyzed hydrolysis of the bridge allowed the preparation of various N-monosubstituted porphyrins.The bridged bases acted as a bidentate ligand toward palladium(II) and mercury(II) to give sitting-atop metal complexes.The crystal and molecular structure of (N,N'-((benzyloxy)methylene)tetraphenylporphyrin-N'',N''')dibromopalladium(II), PdBr2(N4OC52H36)-CH2Cl2, have been determined from three-dimensional single crystal X-ray diffraction data, collected by counter techniques.The dark purple crystals are triclinic of space group P1 (No. 1) with one formula unit in the unit cell of dimensions a = 10.591(2) Angstroem, b = 10.706(1) Angstroem, c = 12.650(1) Angstroem, α = 118.82(1) deg, β = 114.63(1) deg, and γ = 77.68(1) deg.The structure has been refined by least-squares methods to R = 0.051 (Rw = 0.067) for 3569 unique reflections having F2 > 3?(F2).The (benzyloxy)methylene moiety bridges two adjasent nitrogen atoms and the PdBr2 group bridges the two other nitrogen atoms leading to a very distorted porphyrin ring.The palladium atom is out of the 4N mean plane by 1.460 Angstroem, and the individual pyrrole rings make dihedral angles with the 4N plane between 8.2 and 21.3 deg.