72076-09-6

Usage

Uses

Used in Sensor Technology:
5,10,15,20-TETRAKIS(PENTAFLUOROPHENYL)-2 is used as a porphyrin dye with a high quantum yield for the fabrication of oxygen sensors. Its high quantum yield allows for efficient detection and measurement of oxygen levels, making it an ideal component for creating sensitive and accurate oxygen sensors. This application is particularly useful in various industries, including medical, environmental monitoring, and industrial process control, where precise oxygen level measurements are crucial for safety, efficiency, and quality control.

Upstream product

• 25440-14-6 tetrakis(pentafluorophenyl)porphyrin 
• 3375-31-3 palladium diacetate 

Downstream Products

• 1508276-39-8 5,10,15,20-tetrakis[4-(2-propargyloxy)-2,3,5,6-tetrafluorophenyl] porphyrinato palladium (II) 
• 1508276-37-6 5,10,15-tris[4-(2-propynyloxy)-2,3,5,6-tetrafluorophenyl]-20-pentafluorophenylporphinato palladium(II) 
• 1508276-35-4 5,15-bis[4-(2-propynyloxy)-2,3,5,6-tetrafluorophenyl]-10,20-tris(pentafluorophenyl)porphinato palladium(II) 
• 1508276-33-2 5,10-bis[4-(2-propynyloxy)-2,3,5,6-tetrafluorophenyl]-15,20-tris(pentafluorophenyl)porphinato palladium(II) 
• 1508276-31-0 5-[4-(2-propynyloxy)-2,3,5,6-tetrafluorophenyl]-10,15,20-tris(pentafluorophenyl)porphinato palladium(II) 
• 158051-27-5 [5,10,15,20-tetra(pentafluorophenyl)porpholactone]Pd(II) 

Relevant academic research and scientific papers

Synthesis of boronated meso-arylporphyrins via copper-catalyzed 1,3-dipolar cycloaddition reaction and their binding ability towards albumin and low density lipoproteins

A series of novel meso- triazoloporphyrin-carborane conjugates was prepared in good yields via the copper(I)-catalyzed Huisgen 1,3-dipolar cycloaddition reaction of Zn(II) or Pd(II) 5,10,15,20-tetrakis[4-(2-propargyloxy)-2,3,5,6-tetrafluorophenyl]porphyri

Observations on the Mechanochemical Insertion of Zinc(II), Copper(II), Magnesium(II), and Select Other Metal(II) Ions into Porphyrins

Building on a proof of concept study that showed the possibility of the mechanochemical insertion of some M(II) metals into meso-tetraphenylporphyrin using a ball mill as an alternative to traditional solution-based methods, we present here a detailed study of the influence of the many experimental variables on the reaction outcome performed in a planetary mill. Using primarily the mechanochemical zinc, copper, and magnesium insertion reactions, the scope and limits of the type of porphyrins (electron-rich or electron-poor meso-tetraarylporphyrins, synthetic or naturally occurring octaalkylporphyrins, and meso-triphenylcorrole) and metal ion sources suitable for this metal insertion modality were determined. We demonstrate the influence of the experimental metal insertion parameters, such as ball mill speed and reaction time, and investigated the often surprising roles of a variety of grinding agents. Also, the mechanochemical reaction conditions that remove zinc from a zinc porphyrin complex or exchange it for copper were studied. Using some standardized conditions, we also screened the feasibility of a number of other metal(II) insertion reactions (VO, Ni, Fe, Co, Ag, Cd, Pd, Pt, Pb). The underlying factors determining the rates of the insertion reactions were found to be complex and not always readily predictable. Some findings of fundamental significance for the mechanistic understanding of the mechanochemical insertion of metal ions into porphyrins are highlighted. Particularly the mechanochemical insertion of Mg(II) is a mild alternative to established solution methods. The work provides a baseline from which the practitioner may start to evaluate the mechanochemical metal insertion into porphyrins using a planetary ball mill.

A robust palladium(II)-Porphyrin complex as catalyst for visible light induced oxidative C-H functionalization

A series of palladium(II)-porphyrin complexes that display dual emissions with lifetimes up to 437μs have been synthesized. Among the four complexes, PdF20TPP is an efficient and robust catalyst for photoinduced oxidative C-H functionalization by using oxygen as terminal oxidant. α-Functionalized tertiary amines were obtained in good to excellent yields by light irradiation (λ>400nm) of a mixture of PdF20TPP, tertiary amine, and nucleophile (cyanide, nitromethane, dimethyl malonate, diethyl phosphite, and acetone) under aerobic conditions. Four examples of intramolecular cyclized amine compounds could be similarly prepared. Comparison of the UV-visible absorption spectra before and after the photochemical reaction revealed that PdF20TPP was highly robust (>95 % recovery). The practical application of PdF20TPP has been revealed by the photochemical reactions performed by using a low catalyst loading (0.01mol %) and on a 10mmol scale. The PdF20TPP catalyst could sensitize photoinduced oxidation of sulfides to sulfoxides in excellent yields. Mechanistic studies revealed that the photocatalysis proceeded by singlet-oxygen oxidation. Long-lived excited states! A series of palladium(II)-porphyrin complexes have been synthesized and found to display long-lived excited states with lifetimes up to 437μs (see scheme). Among these complexes, PdF 20TPP is an efficient and robust catalyst for a broad array of photoinduced oxidative C-H functionalization reactions. PtF20TPP= platinum(II) meso-tetrakis(2,3,4,5,6-pentafluorophenyl)porphyrin.

NOVEL SUGAR-LINKED CHLORIN DERIVATIVE AND PROCESS FOR PRODUCTION THEREOF

Disclosed is a novel glycoconjugated chlorin derivative which is useful as a substance for photodynamic therapy, is stable, and can act a photosensitizer having high phototoxicity even when used in a small quantity. Also disclosed is a method of producing the derivative. Specifically disclosed are a S-glycosylated chlorin derivative represented by the following general formula (1) and a metal complex thereof. In the general formula (1), X1 to X20 independently represent a group selected from the group consisting of F-, sugar-S-, sugar-Z-Sand sugar-O-Z-S- and at least one among X1 to X20 represents a group selected from the group consisting of sugar-S-, sugar-Z-S- and sugar-O-Z-S- (wherein F represents a fluorine atom, Z represents an oxygen atom, Z represents a hydrocarbon group having 1 to 6 carbon atoms); and R5 and R6 independently represent a hydrogen atom or an organic group or may together form a ring.

Porphyrins. 40. Electronic spectra and four-orbital energies of free-base, zinc, copper, and palladium tetrakis(perfluorophenyl)porphyrins

Absorption and emission spectra and emission quantum yields are given for free-base (H2), Zn, Cu, and Pd derivatives of tetrakis(perfluorophenyl)porphyrin (TFPP). The four-orbital model is used to rationalize differences in the optical properties among the derivatives of TFPP and the same derivatives of porphine (P), octaethylporphyrin (OEP), and tetraphenylporphyrin (TPP). It is concluded from absorption data that the energy difference between the two excited singlets, i.e., 1E(a2u,eg) -1E(a1u,eg), decreases along the series Pd > Cu > Zn > H2 and also along the series OEP > P ? TFPP > TPP. The theory and date are reviewed, and it is concluded that the energy difference between the two excited triplets, i.e., 3E(a2u,eg) -3E(a1u,eg), also decreases along these series. However the condition of degeneracy, e.g., 1E(a2u,eg) - 1E(a1u,eg) = 0, occurs for different molecules in the singlet and triplet cases. Theory also suggests that if 3E(a2u,eg) > 3E(a1u,eg), the molecule should form a 2A1u cation radical and if 3E(a2u,eg) 3E(a1u,eg) the molecule should form a 2A2u radical.