145032-18-4

Basic information

• Product Name: 5,10,15,20-tetrakis(o-nitrophenyl)porphyrin
• CAS NO: 145032-18-4
• Molecular Weight: 794.739
• Mol File: 145032-18-4.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: 5,10,15,20-tetrakis(o-nitrophenyl)porphyrin(CAS DataBase Reference)
• NIST Chemistry Reference: 5,10,15,20-tetrakis(o-nitrophenyl)porphyrin(145032-18-4)
• EPA Substance Registry System: 5,10,15,20-tetrakis(o-nitrophenyl)porphyrin(145032-18-4)

Safety Data

• Hazardous Substances Data: 145032-18-4(Hazardous Substances Data)

Upstream product

• 552-89-6 2-nitro-benzaldehyde 
• 109-97-7 pyrrole 

Downstream Products

• 120120-01-6 nickel(II) meso-α,α,α,α-tetrakis(o-pivalamidophenyl)porphyrin 
• 123582-32-1 (meso-tetrakis(2-nitrophenyl)porphyrinato)cobalt(III) 
• 122745-51-1 (meso-tetrakis(ortho-nitrophenyl)porphyrinato) chloromanganese(III) 
• 118115-08-5 5,10,15,20-tetra(2-nitrophenyl)porphyrin iron(III) chloride 
• 66887-83-0 meso-α,α,α,α-tetra-(o-nicotinamidophenyl)porphyrin 
• 74376-49-1 meso-tetra-α,α,α,α-(o-aminoacetamidophenyl)porphyrin 
• 85110-99-2 meso-α,α,α,α-tetra-(o-bromoacetamidophenyl)porphyrin 
• 68949-51-9 meso-β-(o-acetamidophenyl)-α,α,α-tris(o-acetamidophenyl)porphyrin 
• 55253-62-8 (α,α,α,α)-5,10,15,20-tetrakisphenyl>-21H,23H-porphine 

Relevant articles and documents

Iron-Catalyzed Amination of Strong Aliphatic C(sp3)-H Bonds

A concept for intramolecular denitrogenative C(sp3)-H amination of 1,2,3,4-tetrazoles bearing unactivated primary, secondary, and tertiary C-H bonds is discovered. This catalytic amination follows an unprecedented metalloradical activation mechanism. The utility of the method is showcased with the short synthesis of a bioactive molecule. Moreover, an initial effort has been embarked on for the enantioselective C(sp3)-H amination through the catalyst design. Collectively, this study underlines the development of C(sp3)-H bond functionalization chemistry that should find wide application in the context of drug discovery and natural product synthesis.

Novel synthesis of meso-tetraarylporphyrins using CF3SO 2Cl under aerobic oxidation

meso-Tetraarylporphyrins are synthesized from pyrrole and aryl aldehydes cleanly and efficiently in one pot at room temperature using equimolar amount of CF3SO2Cl in the presence of air as oxidant. By this novel method 5,10,15,20-tetraarylporphyrins can be prepared in excellent yields.

Phosphorus pentachloride (PCl5) mediated synthesis of tetraarylporphyrins

A new synthesis of porphyrins from pyrrole and substituted benzaldehydes is described, with PCl5 as catalyst. Aromatic aldehydes condense irreversibly with pyrrole in the presence of this catalyst, and aerobic oxidation of porphyrinogen provides functionalized porphyrins in yields of 20-65%.

Selective Solvent-Free and Additive-Free Oxidation of Primary Benzylic C–H Bonds with O2 Catalyzed by the Combination of Metalloporphyrin with N-Hydroxyphthalimide

Abstract: A protocol for solvent-free and additive-free oxidation of primary benzylic C–H bonds with O2 was presented through adjusting the combination of metalloporphyrins and NHPI as binary catalysts to overcome the deficiencies encountered in current oxidation systems. The effects of reaction temperature, porphyrin structure, central metal, catalyst loading and O2 pressure were investigated systematically. For the optimized combination of T(2-OCH3)PPCo and NHPI, all the primary benzylic C–H bonds could be functionalized efficiently and selectively at 120 °C and 1.0?MPa O2 with aromatic acids as the primary products. The selectivity towards aromatic acids could reach up to 70–95% in the conversion of more than 30% for most of the substrates possessing primary benzylic C–H bonds in the metalloporphyrin loading of 0.012% (mol/mol). And the superior performance of T(2-OCH3)PPCo among the metalloporphyrins investigated was mainly attributed to its high efficiency in charge transfer and fewer positive charges around central metal Co (II) which favored the adduction of O2 to cobalt (II) forming the high-valence metal-oxo complex followed by the production of phthalimide N-oxyl radical (PINO) and the initiation of the catalytic oxidation cycle. This work would provide not only an efficient protocol in utilization of hydrocarbons containing primary benzylic C–H bonds, but also a significant reference in the construction of more efficient C–H bonds oxidation systems. Graphic Abstract: The solvent-free and additive-free oxidation of primary benzylic C–H bonds with O2 was presented through adjusting the combination of metalloporphyrins and NHPI as binary catalysts, and the highest selectivity towards aromatic acid reached up to 95.1% with the conversion of 88.5% in the optimized combination of T(2-OCH3)PPCo and NHPI.[Figure not available: see fulltext.].