Polyvalent porphyrins. Ligands for Stabilization of High Valent Metals

Traylor, T. G.; Nolan, Kevin B.; Hildreth, Robert A.; Evans, T. A.

doi:10.3987/s-1984-01-0249

Cited by 9 publications

(4 citation statements)

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“…They are not observed after demetalation of the film in acidic media. kis(3,5-di-tert-butyl-4-hydroxyphenyl) porphine to a stable quinone-like product, (31)(32)(33), similar to a 5,15-dioxoporphodimethene. Detailed analysis of this process, which can be applied to the development of an amperometric sensor for nickel was described previously (29).…”

Section: Resultsmentioning

confidence: 99%

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Characterization of Conductive Polymeric Nickel(II) Tetrakis(3‐methoxy‐4‐hydroxy‐phenyl)Porphyrin as an Anodic Material for Electrocatalysis

Maliński

Ciszewski

Bennett

et al. 1991

J. Electrochem. Soc.

104

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Highly conductive film has been obtained by oxidative polymerization of nickel(II) tetrakis(3-methoxy-4-hydroxyphenyl)porphyrin, Ni(II)TMHPP. This material was characterized by voltammetry, ac impedance, UV-visible spectroscopy, and x-ray photoelectron spectroscopy. The application of polymeric Ni(II)TMHPP as an anode for catalytic oxidation of water, methanol, and hydrazine in basic media is discussed.) unless CC License in place (see abstract). ecsdl.org/site/terms_use address. Redistribution subject to ECS terms of use (see ABSTRACTThe formation rate of surface states and its mechanism on a single-crystal rutile was investigated by photocapacitance transients which" Could be observed when the illuminating light was turned off after a long term illumination. By light illumination, the surface state was oxidized by a hole transfer from the valence band, resulting in band bending lowering. When the light was turned off, the surface state returned to the thermal equilibrium condition by an electron transfer from the conduction band and from the electroactive species in solution. As a result, the capacitance decreased exponentially

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Section: Resultsmentioning

confidence: 99%

“…Therefore, it is not surprising that the Ni(II)/Ni(III) redox couple is observed in polymeric NiTMHPP. kis(3,5-di-tert-butyl-4-hydroxyphenyl) porphine to a stable quinone-like product, (31)(32)(33), similar to a 5,15-dioxoporphodimethene. One aspect of such a reaction is autooxidation in alkaline solution.…”

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confidence: 99%

Characterization of Conductive Polymeric Nickel(II) Tetrakis(3‐methoxy‐4‐hydroxy‐phenyl)Porphyrin as an Anodic Material for Electrocatalysis

Maliński

Ciszewski

Bennett

et al. 1991

J. Electrochem. Soc.

104

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“…In this case the shorter wavelength band could not be observed because of the strong background absorption of a solution of the thiol in DMSO containing Et,N. 1)-( 7) is 3.2 min; the spectrum (8) of the product was recorded after 60 min. The inset shows the spectrum (A) of the reduction product and (B) its CO adduct with the C W , ~ regions of both expanded 6-fold.…”

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confidence: 99%

“…2 ~) and Et,N ( 0 . 2 ~) at 25 "C. Time interval between successive spectra (1)-(7) is 3.2 min; the spectrum(8) of the product was recorded after 60 min. The inset shows the spectrum (A) of the reduction product and (B) its CO adduct with the C W , ~ regions of both expanded 6-fold.…”

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Spectroscopic models for cytochrome P-450 derivatives: hyperporphyrin spectra in thiolatoiron(III)–porphyrin complexes

Nolan¹

1986

J. Chem. Soc., Chem. Commun.

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The iron(iit) complex of the porphyrin meso-tetrakis(3,5-di-t-butyl-4-hydroxyphenyl)porphyrin, ( l-H2), reacts with certain thiols in basic dimethyl sulphoxide solution at 25 "C to give products having hyperporphyrin spectra similar to those of thiolate complexes of iron(iii)-cytochrome P-450.Cytochrome P-450 represents a class of enzymes responsible for the hydroxylation of a wide variety of organic compounds. These haem proteins have aroused considerable interest not only because of their biochemical importance (e.g. in detoxification, drug metabolism, carcinogenesis, and steroid biosyn-thesis1.2) but also because of the unique spectroscopic properties, apparently arising from the presence of thiolate ligands, shown by some of their derivatives. For example the CO adducts of the reduced enzymes possess 'hyperporphyrin' spectra characterised by intense Soret absorptions at -363 and -450 nm.3j-These spectra, which have proved invaluable in biochemical assays of the protein, have been successfully mimicked in the CO adducts of some simple iron(I1)porphyrin complexes containing axial thiolate ligands.4.5 Hyperporphyrin spectra have also been obtained for complexes of iron(m)-cytochrome P-450 with organic thiols at room temperature ,6 and spectroscopic studies on iron(1Ir)protoporphyrin IX dimethyl ester (PP1XDME)-thiolate model systems have established that the species responsible for the Soret splitting are low-spin bis(thiolato)iron(m) haem complexe~.~ However the susceptibility of iron(u1)-porphyrin complexes towards reduction in the presence of thiolate ligands necessitated the use of low temperatures in these studies and the hyperporphyrin spectra could only be obtained below -60 "C for these model haemin-thiolate complexes. This communication describes spectroscopic models for the protein-thiolate complexes which, by contrast, are remarkably stable in the presence of air at room temperature.Addition of Et3N to a solution containing FeIWl-(l)s and HSCH2C02Me in dimethyl sulphoxide (DMSO) at 25 "C caused an immediate colour change from yellow to green and the Soret band at 433 nm in the spectrum of the original solution to be replaced by split Soret bands at 379 and 460 nm Ar I Ar I. The splitting of the Soret band results from interaction of a thiolate sulphur .--* porphyrin eg(n*) charge-transfer transition with the porphyrin a,,(n), a,,(n) + eg(3t*) transitions. A recent X-ray crystallographic study has established that Cys-357 provides the thiolate ligand to the haem in iron(m)-cytochrome P-450,,,: T. L.

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ChemInform Abstract: POLYVALENT PORPHYRINS. LIGANDS FOR STABILIZATION OF HIGH VALENT METALS

Traylor¹,

Nolan²,

Hildreth³

et al. 1984

Chemischer Informationsdienst

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Polyvalent porphyrins. Ligands for Stabilization of High Valent Metals

Cited by 9 publications

References 0 publications

Characterization of Conductive Polymeric Nickel(II) Tetrakis(3‐methoxy‐4‐hydroxy‐phenyl)Porphyrin as an Anodic Material for Electrocatalysis

Characterization of Conductive Polymeric Nickel(II) Tetrakis(3‐methoxy‐4‐hydroxy‐phenyl)Porphyrin as an Anodic Material for Electrocatalysis

Spectroscopic models for cytochrome P-450 derivatives: hyperporphyrin spectra in thiolatoiron(III)–porphyrin complexes

ChemInform Abstract: POLYVALENT PORPHYRINS. LIGANDS FOR STABILIZATION OF HIGH VALENT METALS

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