Mn(III) meso-Tetra(2,4,6-trimethylphenyl)porphine chloride

Product Number: T13775; CAS Number: 85939-49-7

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Mn(III) meso-Tetra(2,4,6-trimethylphenyl)porphine chloride, CAS: 85939-49-7 MDL: MFCD22377371

SDS

Molecular weight: 871.430 g/mol

Molecular Formula: C56H52ClMnN

CAS Number: 85939-49-7

Storage: Store at room temperature, protect from light

Synonyms: Chlor[5,10,15,20-tetramesitylporphyrinato(2-)-κ2N21,N23]mangan, Chloro[5,10,15,20-tetramesitylporphyrinato(2-)-κ2N21,N23]manganese, Chloro[5,10,15,20-tétramésitylporphyrineato(2-)-κ2N21,N23]manganèse, Manganese, chloro[5,10,15,20-tetrakis(2,4,6-trimethylphenyl)-21H,23H-porphinato(2-)-κN21,κN23], 85939-49-7, MFCD22377371, Mn(III) meso-Tetra(2,4,6-trimethylphenyl)porphine chloride, Chloro[5,10,15,20-tetramesitylporphyrinato(2-)-κ2N21,N23]manganese

Field of Interest: Catalysis, fluoro-decarboxylation, alkane hydroxylation, epoxidation, Cytochrome P450 mimics

Background: Mn(III) meso-Tetra(2,4,6-trimethylphenyl)porphine chloride is a synthetic porphyrin specialty chemical manufactured by Frontier Specialty Chemicals. Mn(III) meso-Tetra(2,4,6-trimethylphenyl)porphine chloride mediated 18F-fluorodecarboxylation of  flour phenyl acetic acid derivatives to afford 18F-difluoromethylarenes.1 Kinetic isotope studies have been conducted on the catalytic alkane dihydroxylations mediated by Mn(III) meso-Tetra(2,4,6-trimethylphenyl)porphine chloride.2 The reaction of hydroxide ion with Mn(III) meso-Tetra(2,4,6-trimethylphenyl)porphine chloride in coordinating solids leads to the reduction of Mn(III) to Mn(II), chemistry which is relevant to the chemistry of photosystem II.3 meso-Tetra(2,4,6-trimethylphenyl)porphine chloride catalytically epoxidizes alkenes in the presence of hypochlorite ions.4

References: 

1.) Sap, et al. Synthesis of 18F-difluoromethylarenes using aryl boronic acids, ethyl bromofluoroacetate and [18F]fluoride. Chem. Sci., 2019, 10, 3237-3241. 10.1039/C8SC05096A

2.) Sorokin, et al. Intramolecular kinetic isotope effects in alkane hydroxylations catalyzed by manganese and iron porphyrin complexes. J. Am. Chem. Soc. 1993, 115, 16, 7293–7299. https://doi.org/10.1021/ja00069a031

3.) Nakagaki, et al. Relevance of the reaction of a manganese(III) chelate with hydroxide ion to  photosynthesis: Reaction of hydroxide ion with 5,10,15,20-tetrakis(2,4,6-trimethylphenyl)porphinatomanganese(III) in ligating and non ligating solvents. Proc. Natl. Acad. Sci. USA Vol. 85, pp. 5424-5428, August 1988.

4.) van der Made, et al. Effect of Ph on the Epoxidation of Alkenes by the Cytochrome-P-450 Model Manganese(Iii) Porphyrin Hypochlorite. Recueil des Travaux Chimiques des Pays-Bas. Volume 108, Issue 5, 1989,Pages 185-188. https://doi.org/10.1002/recl.19891080505

 

Categories

Functional Groups

,

Metal

Porphyrin Family

A4 Porphyrins, Metallo Porphyrins, Tetra-Phenyl Porphine Derivatives

Porphyrin Substitution

Meso-Substituted Porphyrins, Phenyl Substituted Porphyrins

Purity %

0.95

Molecular Formula

C56H52ClMnN4

Molecular Weight

871.43

CAS #

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