72076-09-6

Basic information

• Product Name: 5,10,15,20-TETRAKIS(PENTAFLUOROPHENYL)-2
• Synonyms: 5,10,15,20-TETRAKIS(PENTAFLUOROPHENYL)-2;YL)-21H,23H-PORPHINE PALLADIUM (II);Palladium(II) meso-tetra(pentafluorophenyl)porphine
• CAS NO: 72076-09-6
• Molecular Formula: C₄₄H₈F₂₀N₄Pd
• Molecular Weight: 1078.96
• Product Categories: Porphyrins
• Mol File: 72076-09-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: >300 °C (dec.)
• Appearance: /
• Storage Temp.: ?20°C
• CAS DataBase Reference: 5,10,15,20-TETRAKIS(PENTAFLUOROPHENYL)-2(CAS DataBase Reference)
• NIST Chemistry Reference: 5,10,15,20-TETRAKIS(PENTAFLUOROPHENYL)-2(72076-09-6)
• EPA Substance Registry System: 5,10,15,20-TETRAKIS(PENTAFLUOROPHENYL)-2(72076-09-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 72076-09-6(Hazardous Substances Data)

Usage

Description

5,10,15,20-TETRAKIS(PENTAFLUOROPHENYL)-2 is a porphyrin dye characterized by its high quantum yield. This unique property makes it a valuable compound for various applications, particularly in the field of sensor technology.

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

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

Relevant articles and documents

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

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.

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.