123878-58-0

Basic information

• Product Name: 5,10,15,20-tetrakis(o-cyanophenyl)porphyrin
• CAS NO: 123878-58-0
• Molecular Weight: 714.788
• Mol File: 123878-58-0.mol

Chemical Properties

• CAS DataBase Reference: 5,10,15,20-tetrakis(o-cyanophenyl)porphyrin(CAS DataBase Reference)
• NIST Chemistry Reference: 5,10,15,20-tetrakis(o-cyanophenyl)porphyrin(123878-58-0)
• EPA Substance Registry System: 5,10,15,20-tetrakis(o-cyanophenyl)porphyrin(123878-58-0)

Safety Data

• Hazardous Substances Data: 123878-58-0(Hazardous Substances Data)

Upstream product

• 109-97-7 pyrrole 
• 7468-67-9 o-formylbenzonitrile 

Downstream Products

• 123811-58-5 5,10,15,20-tetrakis(o-(N-tert-butylcarbamoyl)phenyl)porphyrin 
• 123811-57-4 2,2′,2″,2?-(porphine-5,10,15,20-tetrayl)tetrakis(methyl benzoate) 
• 70152-55-5 α,α,α,α-meso-tetra(o-carboxyphenyl)porphyrin 

Relevant articles and documents

A Supramolecular Palladium Catalyst Displaying Substrate Selectivity by Remote Control

Inspired by enzymes such as cytochrome P-450, the study of the reactivity of metalloporphyrins continues to attract major interest in the field of homogeneous catalysis. However, little is known about benefitting from the substrate-recognition properties of porphyrins containing additional, catalytically relevant active sites. Herein, such an approach is introduced by using supramolecular ligands derived from metalloporphyrins customized with rigid, palladium-coordinating nitrile groups. According to different studies (NMR and UV/Vis spectroscopy, XRD, control experiments), the supramolecular ligands are able to accommodate pyridine derivatives as substrates inside the porphyrin pocket while the reactivity occurs at the peripheral side. By simply tuning a remote metal center, different binding events result in different catalyst reactivity, and this enzyme-like feature leads to high degrees of substrate selectivity in representative palladium-catalyzed Suzuki–Miyaura reactions.

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.].

Three horizontal anchor porphyrins for dye-sensitized solar cells: An optical, electrochemical and photovoltaic investigation

Porphyrins are promising DSSC sensitizers focused on novel anchoring. Herein, three horizontal anchor zinc porphyrins have been designed, synthesized, and well-characterized. Their optical, photovoltaic, theory calculation and electrochemical performances

Synthesis and Kinetic Investigation of the Atropisomerization of meso-Tetra(2-cyanophenyl)porphine

Tetra(2-cyanophenyl)porphine (ToCNPP) has been synthesized and isolated into the four respective atropisomers.The rotation of a cyanophenyl ring about the bond to the methine carbon of the porphyrin leads to interconversion reactions among the isomers.The