88422-69-9

Upstream product

• 109-97-7 pyrrole 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 21211-65-4 di(pyrrol-2-yl)methane 
• 74-83-9 methyl bromide 
• 85111-02-0 5,10,15,20-tetrakis(3,4-dihydroxyphenyl)porphyrin 

Downstream Products

• 149125-13-3 T(3,4-OMeP)PMnOAc 
• 148633-64-1 5,10,15,20-tetrakis(3,4-dimethoxyphenyl)porphyrinatozinc(II) 
• 118517-75-2 tetra(3,4-di(hydroxymethyl)phenyl)porphyrine, copper complex 

Relevant academic research and scientific papers

In Vitro and in Vivo Demonstration of Human-Ovarian-Cancer Necrosis through a Water-Soluble and Near-Infrared-Absorbing Chlorin

With the objective of developing efficient sensitizers for therapeutic applications, we synthesized a water-soluble 5,10,15,20-tetrakis(3,4-dihydroxyphenyl)chlorin (TDC) and investigated its in vitro and in vivo biological efficacy, comparing it with the

Controlled synthesis of meso-veratrylporphyrins under acid-catalyzed scrambling conditions

5,15-Bis(veratryl)porphyrin (1), 5,10,15-tris(veratryl)porphyrin (2), and 5,10,15,20-tetrakis(veratryl)porphyrin (3), C36H30N4O4, C44H38N4O6, and C52H46N4O8 were synthesized by an acid-catalyzed, one-pot reaction of meso-dipyrromethane, 3,4-di-OCH3-benzal

Energy Band Alignment and Redox-Active Sites in Metalloporphyrin-Spaced Metal-Catechol Frameworks for Enhanced CO2 Photoreduction

Two new chemically stable metalloporphyrin-bridged metal-catechol frameworks, InTCP-Co and FeTCP-Co, were constructed to achieve artificial photosynthesis without additional sacrificial agents and photosensitizers. The CO2 photoreduction rate o

Porphyrin synthesis using mechanochemistry: Sustainability assessment

Looking for sustainable synthetic methodologies, mechanochemistry as a new tool for one-step and two-step approaches for the synthesis of meso-substituted porphyrins was explored. The best results were obtained in a two-step procedure, under liquid-assisted grinding in the oxidation step using 2-methyltetrahydrofuran, an environmentally acceptable solvent, and MnO2 as a heterogeneous oxidant. The sustainability was assessed using two sustainability metrics, E-factor and EcoScale, which allow comparison between procedures and methods.

Fabrication and analysis of dye-sensitized solar cells (DSSCs) using porphyrin dyes with catechol anchoring groups

Herein we report the preparation and application of 4 different zinc(ii) tetrakis(dihydroxyphenyl) porphyrins (ZnTDHPP) as the sensitizing dyes in dye-sensitized solar cells (DSSCs). The experimental results include solution and solid state UV-Vis data, steady state current-voltage characteristics, and our theoretical analysis comprised of density functional theory (DFT) and Langmuir isotherm adsorption formalism. The results show that the Zn tetrakis(2,3-dihydroxyphenyl) porphyrin (Zn2,3TDHPP) and Zn tetrakis(3,4-dihydroxyphenyl) porphyrin (Zn3,4TDHPP) with adjacent hydroxyl groups attaches to a TiO2 surface much more strongly than carboxylate. The catechol anchoring group showed high stability of the dye on the TiO2 surface. The cells prepared from these porphyrins showed no significant desorption of dye from the TiO2 surface after several days. The DSSCs based on Zn2,3TDHPP showed the best photovoltaic performance under AM 1.5 irradiation comparable to the conventional Zn tetrakis(p-carboxyphenyl) porphyrin (ZnTCPP), despite lower dye loading on the TiO2 surface. However, non-cooperative OH bonding to TiO2 for Zn2,4TDHPP and Zn2,5TDHPP shows weak attachment to the TiO2 surface and lower efficiencies. DFT calculations showed that the Zn2,3TDHPP structure is more non-planar than the others, which may suppress dye aggregation. The adopted adsorption modeling is fitted to the experimental data to study the kinetics of dye loading. The study can herald development of a new class of porphyrin sensitizer for DSSC applications.

Effects of methoxy-substituted metalloporphyrins in catalytic alkene epoxidation by n-Bu 4NHSO 5

TPPMnOAc and four different kinds of manganese tetraphenylporphyrin acetates were synthesized using different numbers of methoxy substituents in various positions of the phenyl rings. These porphyrins were used as catalysts in the epoxidation of various alkenes with tetra-n-butylammonium hydrogen monopersulfate (n-Bu 4NHSO 5) as the oxidant and imidazole as the axial base. The following order of catalytic activity was obtained: TPPMnOAc ≥ T(2,3-OMeP) PMnOAc > T(4-OMeP) PMnOAc > T(3,4-OMeP) PMnOAc > T(2,4,6-OMeP) PMnOAc. By studying the UV-vis spectra in the reaction solution, the stability of the applied methoxy porphyrins and the effect of this factor on obtained yields were investigated. Lower catalytic activity in some of the methoxy porphyrins emphasized steric effects and special hydrogen bonding among the reaction elements. However, the stability of T(2,3-OMeP) PMnOAc under our reaction condition was considerable and high activity was observed. By adding small amounts of alcohol to the reaction solution, the effect of the solvent mixture was previewed and steps were taken to identify the active intermediate of the catalyst in these conditions. Copyright

One-pot general synthesis of metalloporphyrins

A new general one-pot method for the synthesis of various metalloporphyrins has been developed from pyrrole and substituted aldehydes using transition metal salts. This method allows higher working concentrations than those previously reported. Along with

Triplet state spectroscopic studies on some 5,10,15,20-tetrakis(methoxyphenyl)porphyrins

Extensive triplet state spectroscopic investigations were carried out with a series of 5,10,15,20-tetrakis(methoxyphenyl)porphyrins. Triplet absorption spectra, triplet lifetime, triplet quantum yield and quantum yield for singlet oxygen production were d

Improved syntheses of 5,10,15,20-tetrakisaryl- and tetrakisalkylporphyrins

Three significant modifications to existing methods for the preparation of the important 5,10,15,20-tetrakisarylporphyrins have improved isolated yields, simplified work-up and made large-scale synthesis feasible. Two tetrakisalkylporphyrins were also produced. A two-stage approach using hydrogen peroxide in acetic acid as second stage oxidant gave good yields but for ease of isolation and convenience in working on a large scale, the one-pot approach is preferred. No one method appears to be suitable for all such tetrakisarylporphyrins and, for best yields, the method of preparation needs to be chosen carefully. Application of statistical optimisation techniques (factorial two design and simplex operation) led to considerably enhanced yields for the one-pot method. For one of the two-stage modifications, significant amounts of chlorins were observed, sometimes of such magnitude as to make it suitable as a method for their preparation.