53340-30-0

Upstream product

• 109-97-7 pyrrole 
• 830-79-5 2,4,6-trimethoxybenzaldehyde 
• 122-85-0 para-acetamidobenzaldehyde 
• 367277-50-7 meso-(2,4,6-trimethoxyphenyl)dipyrromethane 
• 251989-52-3 ethyl-thiocarbamic acid S-(4-formyl-phenyl) ester 

Downstream Products

• 98827-71-5 T(2,4,6-OMeP)PMnOAc 

Relevant academic research and scientific papers

Substituent position effect of Co porphyrin on oxygen electrocatalysis

Substituent effect of metal porphyrin molecular catalysts plays a crucial role in determining the catalytic activity of oxygen electrocatalysis. Herein, substituent position effect of Co porphyrins on oxygen electrocatalysis, including the oxygen reductio

A PROCESS FOR THE PREPARATION OF NOVEL PORPHYRIN DERIVATIVES AND THEIR USE AS PDT AGENTS AND FLUORESCENCE PROBES

The present invention provides novel porphyrin derivatives represented by the general formula 1 and /or pharmaceutically acceptable derivatives thereof as NIR sensitizers for photodynamic therapeutic and diagnostic, biological and industrial 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

Synthesis and biological evaluation of methoxyphenyl porphyrin derivatives as potential photodynamic agents

A new meso-2,4,6-trimethoxyphenyl porphyrin covalently linked to a 2′,6′-dinitro-4′-trifluoromethylphenyl group by an amine bond 5 and its metal complex with Cd(II) 6 was prepared. The photodynamic activities of 5 and 6 were evaluated in vitro on Hep-2 ce

Thiol-Derivatized Porphyrins for Attachment to Electroactive Surfaces

The attachment of porphyrin monomers and multiporphyrin arrays in controlled architectures on electroactive surfaces opens many opportunities for electrochemical studies. Toward this goal, we have developed routes for the preparation of thiol-derivatized porphyrin monomers and porphyrin building blocks that require minimal or no handling of free thiols. Routes to S-protected p-thiobenzaldehydes and m-(thiomethyl)benzaldehydes have been developed. Two sets of meso-substituted porphyrins with variation in electrochemical potentials have been prepared for vertical or horizontal orientation with respect to the electroactive surface. In one set, each porphyrin bears one S-protected p-thiophenyl unit and substituents at the three remaining meso-positions. In the other set each porphyrin possesses four S-protected m-(thiomethyl)phenyl units. Tuning the electrochemical potential in the former set has been achieved by variation of the meso substituents (mesityl, 2,4,6-trimethoxyphenyl, n-pentyl, pentafluorophenyl) and in the latter set by variation of the central metal (Zn, Cu, Co, Ag). Six thiol protecting groups [S-cyano, S-(N-ethylcarbamoyl), S-acetyl, S-(9-anthrylmethyl), S-(2,4-dinitrophenyl), S-pivaloyl] have been found to be compatible with porphyrin formation and metalation with zinc. The S-cyano, S-(N-ethylcarbamoyl), and S-acetyl groups undergo in situ cleavage and/or binding on a gold surface. Of these three, only the S-acetyl protecting group is compatible with the Pd-mediated iodo-ethyne coupling conditions for the preparation of multiporphyrin arrays. Three trans-substituted porphyrin building blocks have been prepared for the synthesis of multiporphyrin arrays that can be attached to an electroactive surface. One porphyrin has two mesityl, one p-iodophenyl, and one p-(S-acetylthio)phenyl substituent for vertical positioning, and two porphyrins each have two m-iodophenyl and two S-protected m-(thiomethyl)phenyl substituents for horizontal positioning. Altogether, 16 free base and 16 metalloporphyrins have been prepared. This work establishes the foundation for preparing diverse thiol-derivatized porphyrin monomers and building blocks.

Porphyrin synthesis in surfactant solution: Multicomponent assembly in micelles

A synthesis of meso-substituted porphyrins in anionic sodium dodecyl sulfate micelles has been developed. Polar, functionalized aromatic aldehydes condense reversibly with pyrrole in the micellar phase. Oxidation of the porphyrinogen then provides functionalized porphyrins in yields of 10-48%. Hydrophobic aldehydes condense irreversibly to give low yields at practical substrate concentrations. Synthesis in D2O solution results in per-β-deuterated porphyrins. A two-phase model is used to rationalize the dependence of porphyrin yield on reactant and surfactant concentration. Micelles are viewed as potential wells which promote porphyrinogen assembly by binding products more tightly than reactants.

Synthesis of facially-encumbered porphyrins. An approach to light-harvesting antenna complexes

2,6-di- and 2.4.6-tri-benzyloxybenzaldehydes are converted to the respective octa- and dodeca-benzyloxy porphyrins in 9-52% yields via the two-step one-flask room-temperature porphyrin synthesis.