922142-13-0

Basic information

• Product Name: meso-tetraphenyl-2-oxa-3-oxoporphyrinatonickel(II)
• Synonyms: meso-tetraphenyl-2-oxa-3-oxoporphyrinatonickel(II)
• CAS NO: 922142-13-0
• Molecular Weight: 689.395
• Mol File: 922142-13-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: meso-tetraphenyl-2-oxa-3-oxoporphyrinatonickel(II)(CAS DataBase Reference)
• NIST Chemistry Reference: meso-tetraphenyl-2-oxa-3-oxoporphyrinatonickel(II)(922142-13-0)
• EPA Substance Registry System: meso-tetraphenyl-2-oxa-3-oxoporphyrinatonickel(II)(922142-13-0)

Safety Data

• Hazardous Substances Data: 922142-13-0(Hazardous Substances Data)

Upstream product

• 6018-89-9 nickel(II) acetate tetrahydrate 
• 917-23-7 5,15,10,20-tetraphenylporphyrin 
• 203568-12-1 C₄₄H₃₀N₄NiO₂ 
• 574735-10-7 [meso-tetraphenyl-2,3-dioxoporphyrinato]nickel^II 
• 221911-02-0 [2,4-diformyl-1,5,10,15-tetraphenylchlorophinato]nickel(II) 

Relevant articles and documents

Meso-arylporpholactones and their reduction products

The rational syntheses of meso-tetraaryl-3-oxo-2-oxaporphyrins 5, known as porpholactones, via MnO4--mediated oxidations of the corresponding meso-tetraaryl-2,3-dihydroxychlorins (7) is detailed. Since chlorin 7 is prepared from the parent porphyrin 1, this amounts to a 2-step replacement of a pyrrole moiety in 1 by an oxazolone moiety. The stepwise reduction of the porpholactone 5 results in the formation of chlorin analogues, meso-tetraaryl-3-hydroxy-2-oxachlorin (11) and meso-tetraaryl-2-oxachlorins (12). The reactivity of 11 with respect to nucleophilic substitution by O-, N-, and S-nucleophiles is described. The profound photophysical consequences of the formal replacement of a pyrrole with an oxazolone (porphyrin-like chromophore) or (substituted) oxazole moiety (chlorin-like chromophore with, for the parent oxazolochlorin 12, red-shifted Qx band with enhanced oscillator strengths) are detailed and rationalized on the basis of SAC-CI and MNDO-PSDCI molecular orbital theory calculations. The single crystal X-ray structures of the porpholactones point at a minor steric interaction between the carbonyl oxygen and the flanking phenyl group. The essentially planar structures of all chromophores in all oxidation states prove that the observed optical properties originate from the intrinsic electronic properties of the chromophores and are not subject to conformational modulation.

Microwave-promoted insertion of Group 10 metals into free base porphyrins and chlorins: Scope and limitations

The scope and limitations of microwave heating as a tool for insertion of Group 10 metals into meso-tetraphenyl-porphyrin, -porpholactone, and -2,3-dihydroxychlorin derivatives are discussed. In some cases it is possible to reduce reaction times dramatically while obtaining good yields of the metallated products while in others new issues arise relating to the metal salt used as well as acceleration not only of the metallation reaction but also of byproduct formation. The Royal Society of Chemistry.