Fe(III) meso-Tetraphenylporphine Chloride (contains 1-3% chlorin)

Technical Data Sheet T40253

SDS

Product Number: T40253; CAS Number: 16456-81-8

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Fe(III) meso-Tetraphenylporphine Chloride (contains 1-3% chlorin) CAS: 16456-81-8 MDL: MFCD00012152

SDS

Molecular weight: 704.018 g/mol

Molecular Formula: C44H28ClFeN4

CAS Number: 16456-81-8

Storage: Store at room temperature, protected from light

Synonyms: 16456-81-8, Chlor[5,10,15,20-tetraphenylporphyrinato(2-)-κ2N21,N23]eisen, Chloro[5,10,15,20-tetraphenylporphyrinato(2-)-κ2N21,N23]iron, Chloro[5,10,15,20-tétraphénylporphyrineato(2-)-κ2N21,N23]fer, Iron, chloro[5,10,15,20-tetraphenyl-21H,23H-porphinato(2-)-κN21,κN23]- , meso-Tetraphenylporphyrin iron(III) chloride, MFCD00012152, [16456-81-8], 22-chloro-2,7,12,17-tetraphenyl-21,23,24,25-tetraaza-22-ferrahexacyclo[9.9.3.13,6.113,16.08,23.018,21]pentacosa-1,3(25),4,6,8,10,12,14,16(24),17,19-undecaene, 5,10,15,20-Tetraphenyl-21H,23H-porphine iron(III) chloride, 5,10,15,20-TETRAPHENYL-21H,23H-PORPHINEIRON(III),CHLORIDE, Chloro(5,10,15,20-tetraphenyl)porphyrinato iron (III), fecl(tpp), Iron(III) meso-tetraphenylporphine chloride

Field of Interest: Organic Synthesis, Olefination, Cyclopropanation, Aziridination, N-H Insertion, Oxidation, 

Background: Fe(III) meso-Tetraphenylporphine Chloride is a specialty chemical manufactured by Frontier Specialty Chemicals which is useful for numerous catalytic organic transformations. Fe(III) meso-Tetraphenylporphine Chloride catalyzes a highly E-selective olefination of aldehydes with ethyl diazo acetate in the presence of PPh3.1 Selective Baeyer-Villiger oxidation of cycloketones to lactones with molecular oxygen was catalyzed by Fe(III) meso-Tetraphenylporphine Chloride with benzaldehyde as an oxygen acceptor.2 Fe(III) meso-Tetraphenylporphine Chloride catalyzes the cyclopropanation of styrenes via the in-situ generation of trfluoromethyldiazomethane.3 Fe(III) meso-Tetraphenylporphine Chloride catalyzes the N-H insertion of amines with ethyl diazo acetate.4

References: 

1.) Chen, et al. Iron(III) and Ruthenium(II) Porphyrin Complex-Catalyzed Selective Olefination of Aldehydes with Ethyl Diazoacetate. J. Org. Chem. 2003, 68, 9, 3714–3717

2.) Zhou, et al. Baeyer-Villiger oxidation of ketones catalyzed by iron(III) meso-tetraphenylporphyrin chloride in the presence of molecular oxygen. Journal of Porphyrins and Phthalocyanines Vol. 12, No. 02, pp. 94-100 (2008)

3.) Morandi, et al. Iron-Catalyzed Cyclopropanation with Trifluoroethylamine Hydrochloride and Olefins in Aqueous Media: In Situ Generation of Trifluoromethyl Diazomethane. Angewandte  Chemie Int. Ed. Volume 49, Issue 5 January 25, 2010 Pages 938-941

4.) Baumann, et al. Iron Porphyrin Catalyzed N−H Insertion Reactions with Ethyl Diazoacetate. Organometallics 2007, 26, 16, 3995–4002

 

Categories

Porphyrins

Scaffold/Subcategory

Synthetic Porphyrins

CAS #

[16456-81-8]

Purity %

>95%

Smiles

Cl[Fe]1N2C3=CC=C2C(C2=CC=CC=C2)=C2C=CC(=N2)/C(C2=CC=CC=C2)=C2/C=CC(N12)=C(C1=NC(C=C1)=C/3C1=CC=CC=C1)C1=CC=CC=C1

Molecular Weight

704.018

Molecular Formula

C44H28ClFeN4

Porphyrin Family

A4 Porphyrins, Metallo Porphyrins, Tetra-Phenyl Porphine Derivatives

Porphyrin Substitution

Meso-Substituted Porphyrins, Phenyl Substituted Porphyrins

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