16828-36-7

Usage

Uses

Used in Catalysts for Organic Reactions:
meso-Tetrakis(4-chlorophenyl)porphyrin-Cu(II) is used as a catalyst for various organic reactions, leveraging its unique electronic and steric properties to facilitate chemical transformations and improve reaction efficiency.
Used in Photodynamic Therapy:
In the medical field, meso-Tetrakis(4-chlorophenyl)porphyrin-Cu(II) is used as a photosensitizer in photodynamic therapy. It can absorb light and generate reactive oxygen species, which can help in the treatment of various conditions, including cancer and bacterial infections.
Used in Fluorescence Probes for Biomolecular Interactions:
meso-Tetrakis(4-chlorophenyl)porphyrin-Cu(II) is also utilized as a fluorescence probe for studying biomolecular interactions. Its unique optical properties allow researchers to monitor and analyze the behavior of biomolecules in various biological processes.
Overall, meso-tetrakis(4-chlorophenyl)porphyrin-Cu(II) is a multifaceted compound with diverse applications in different industries, including chemical catalysis, medical treatments, and biological research.

Upstream product

• 45227-32-5 hexakis(acetonitrile)copper(II) 
• 109-97-7 pyrrole 
• 142-71-2 copper diacetate 
• 104-88-1 4-chlorobenzaldehyde 
• 22112-77-2 5,10,15,20-tetra-(4-chlorophenyl)porphyrin 
• 70279-22-0 cadmium(II) 5,10,15,20-tetra(4-chlorophenyl)porphyrinate 
• 6046-93-1 copper(II) acetate monohydrate 

Downstream Products

• 182423-43-4 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetrakis(4-chlorophenyl)porphyrinatocopper(II) 

Relevant academic research and scientific papers

Preparation method and application of albumin-loaded metal porphyrin complex nanoparticles

The invention provides albumin-loaded metalloporphyrin complex nano particles preparation method and an application thereof. The albumin-loaded metalloporphyrin complex nano particles take porphyrin,metal salt and albumin as raw materials, a solvent method is employed for preparing the albumin-loaded metalloporphyrin complex nano particles, the method is simple, operation is easy, repeatability is good, and the prepared albumin-loaded metalloporphyrin complex nano particles solve the problem of water solubility and targeting performance of a metal-based complex medicine; under supersonic waveeffect, the albumin-loaded metalloporphyrin complex nano particles have ultrasonic tumor cell killing effect, and a metal-based complex loaded on albumin molecules has a wide antineoplastic application prospect.

Efficient oxidation of cumene to cumene hydroperoxide with ambient O2 catalyzed by metalloporphyrins

A novel and efficient protocol for oxidation of cumene to cumene hydroperoxide was presented using ambient O2 catalyzed by very simple metalloporphyrins. The selectivity toward cumene hydroperoxide reached 98.3% in the cumene conversion of 28.1% with T(4-COOH)PPCu as a catalyst at 80°C. The origin of the higher performance of T(4-COOH)PPCu was mainly ascribed to the low catalytic performance of copper(II) in the cumene hydroperoxide decomposition, and the ability of T(4-COOH)PP in stabilizing cumene hydroperoxide through hydrogen-bond interactions between them. Compared with current industrial processes and academic research in oxidation of cumene to cumene hydroperoxide with O2, the main superiorities of this protocol were the high selectivity, high conversion, simple catalysts, solvent-free, additive-free and mild conditions which made this work an appealing reference for the industrial oxidation of cumene to cumene hydroperoxide, as well as the oxidative functionalization of other C-H bonds in various hydrocarbons. 2021 World Scientific Publishing Company.

Metal Exchange Reaction of Cd(II) 5,10,15,20-Tetra(4-chlorophenyl)porphyrinate with Copper and Zinc Chlorides in DMSO

Abstract: The metal exchange reactions of Cd(II)5,10,15,20-tetra(4-chlorophenyl)porphyrinate with CuCl2and ZnCl2 in DMSO were studied by the spectrophotometricmethod. The kinetic parameters of the metal exchange reactions were determined.A possible reaction mechanism was proposed. Zinc(II) and copper(II)5,10,15,20-tetra(4-chlorophenyl)porphyrinates were synthesized by the complexformation reactions of zinc(II) and copper(II) acetates with5,10,15,20-tetra(4-chlorophenyl)porphyrin and by metal exchange of its cadmiumcomplex with ZnCl2 and CuCl2 indimethylformamide. The resulting compounds were identified by electronicabsorption and 1H NMR spectroscopy and massspectrometry methods.

Method for synthesizing copper porphyrin from aromatic aldehyde, pyrrole and copper salt

The invention discloses a method for synthesizing copper porphyrin from aromatic aldehyde, pyrrole and copper salt. Under the catalysis of anhydrous aluminum trichloride, aromatic aldehyde, pyrrole and copper salt are refluxed in a DMF solvent to generate tetraaryl copper porphyrin through a one-pot reaction. The reaction process comprises the following steps: sequentially adding the anhydrous aluminum trichloride, aryl aldehyde, the pyrrole and the copper salt into DMF while stirring, stopping reaction after heating reflux reaction for a certain period of time, cooling, standing overnight near 273K, and carrying out suction filtration to obtain copper porphyrin crystals. According to the method, the aromatic aldehyde, the pyrrole and the copper salt are directly used as raw materials, porphin is not needed, strongly corrosive organic acid is not used as a solvent, high-purity tetraaryl copper porphyrin is obtained at a high yield under the condition that a complex separation means isnot needed, and industrial production is easy to achieve.

Copper porphyrin-catalyzed aerobic oxidative coupling of terminal alkynes with high TON

Copper porphyrin-catalyzed Glaser-Hay-type couplings of terminal alkynes generating 1,3-diynes are described. This reaction features high TON (up to 950) and is complete in an hour, providing a facile, clean, and efficient protocol to access various 1,3-d

Synthesis, photophysical properties and biological evaluation of β-alkylaminoporphyrin for photodynamic therapy

A series of β-alkylaminoporphyrins conjugated with different amines at β position (D1–D3) or with electron-donating and electron-withdrawing substituents at phenyl position (D4–D6) were synthesized. Their photophysical and photochemical properties, intracellular localization, photocytotoxicities in vitro and vivo were also investigated. All target compounds exhibited no cytotoxicities in the dark and excellent photocytotoxicities against HeLa cells. Among them, D6 showed the highest phototoxicity and the lowest dark toxicity, which was more phototoxic than Hematoporphyrin monomethyl ether (HMME). In addition, D6 exhibited best photodynamic antitumor efficacy on BALB/c nude mice bearing HeLa tumor. Therefore, D6 is a powerful and promising antitumor photosensitizer for photodynamic therapy.

Tetraphenylporphyrin derivatives possessing piperidine group as potential agents for photodynamic therapy

Photodynamic therapy (PDT) is a noninvasive therapeutic and promising procedure in cancer treatment and has attracted considerable attention in recent years. In the present paper, 2-piperidinetetraphenylporphyrin derivatives (P1–P3) conjugated with differ

Structural characterization and formation kinetics of sitting-atop (SAT) complexes of some porphyrins with copper(II) ion in aqueous acetonitrile relevant to porphyrin metalation mechanism. Structures of aquacopper(II) and Cu(II)-SAT complexes as determined by XAFS spectroscopy

The formation of the sitting-atop (SAT) complexes of 5,10,15,20-tetraphenylporphyrin (H2tpp), 5,10,15,20-tetrakis-(4-chlorophenyl)porphyrin (H2t(4-Clp)p), 5,10,15,20-tetramesitylporphyrin (H2tmp), and 2,3,7,8,12,13,17,18-octaethylporphyrin (H2oep) with the Cu(II) ion was spectrophotometrically confirmed in aqueous acetonitrile (AN), and the formation rates were determined as a function of the water concentration (Cw). The decrease in the conditional first-order rate constants with the increasing Cw was reproduced by taking into consideration the contribution of [Cu(H2O)(an)5]2+ in addition to [Cu(an)6]2+ to form the Cu(II)-SAT complexes. The second-order rate constants for the reaction of [Cu(an) 6]2+ and [Cu(H2O)(an)5]2+ at 298 K were respectively determined as follows: (4.1 ± 0.2) × 105 and (3.6 ± 0.2) × 104 M-1 s-1 for H2tpp, (1.15 ± 0.06) × 105 M-1 s-1 and negligible for H2t(4-Clp)p, and (4.8 ± 0.3) × 103 and (1.3 ± 0.3) × 102 M-1 s-1 for H2tmp. Since the reaction of H2oep was too fast to observe the reaction trace due to the dead time of 2 ms for the present stopped-flow technique, the rate constant was estimated to be greater than 1.5 × 106 M-1 s-1. According to the structure of the Cu(II)-SAT complexes determined by the fluorescent XAFS measurements, two pyrrolenine nitrogens of the meso-substituted porphyrins (H2tpp and H2tmp) bind to the Cu(II) ion with a Cu-N(pyr) distance of ca. 2.04 A, while those of the β-pyrrole-substituted porphyrin (H2oep) coordinate with the corresponding bond distance of 1.97 A. The shorter distance of H2oep is ascribed to the flexibility of the porphyrin ring, and the much greater rate for the formation of the Cu(II)-SAT complex of H2oep than those for the meso-substituted porphyrins is interpreted as due to a small energetic loss at the porphyrin deformation step during the formation of the Cu(II)-SAT complex. The overall formation constants, βn, of [Cu(H2O)n(an)6-n]2+ for the water addition in aqueous AN were spectrophotometrically determined at 298 K as follows: log(β1/M-1) = 1.19 ± 0.18, log(β2/M-2) = 1.86 ± 0.35, and log(β3/M-3) = 2.12 ± 0.57. The structure parameters around the Cu(II) ion in [Cu(H2O)n(an)6-n]2+ were determined using XAFS spectroscopy.