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Sigma-Aldrich

1,10-Phenanthrolin-5,6-dion

97%

Synonym(e):

Stahl phd oxidant, phd

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About This Item

Empirische Formel (Hill-System):
C12H6N2O2
CAS-Nummer:
27318-90-7
Molekulargewicht:
210.19
MDL-Nummer:
MFCD00014473
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24873053
NACRES:
NA.22

Assay

97%

mp (Schmelzpunkt)

260 °C (dec.) (lit.)

SMILES String

O=C1C(=O)c2cccnc2-c3ncccc13

InChI

1S/C12H6N2O2/c15-11-7-3-1-5-13-9(7)10-8(12(11)16)4-2-6-14-10/h1-6H

InChIKey

KCALAFIVPCAXJI-UHFFFAOYSA-N

Allgemeine Beschreibung

1,10-Phenanthroline-5,6-dione (phendio) forms Cu(II) and Ag(I) phendio complexes, which show potent anti-fungal and anti-cancer activity. The modification of glassy carbon (GC) electrodes with phendio complexes of transition metals leads to the catalytic oxidation of NADH at low overpotential.

Anwendung

1,10-Phenanthroline-5,6-dione may be used in the preparation of homo- and heterometallic complexes with early transition metal ions.
A Bifunctional quinone oxidant which, when used in conjunction with Zn2+ catalysts, is used to affect the aerobic oxidation of secondary amines to a variety of value added motifs, including indoles.

Bioinspired Aerobic Oxidation of Secondary Amines and Nitrogen Heterocycles with a Bifunctional Quinone Catalyst

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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Yu-Min Song et al.
Journal of inorganic biochemistry, 103(3), 396-400 (2009-01-13)
Three new solid complexes have been synthesized by the reaction of rare earth(III) nitrate with the first ligand curcumin (HL) and the second ligand 1,10-phenanthroline-5,6-dione (L') in alcohol solution (pH=6.5-7.0). The composition of the complexes has been characterized by elemental
Electrocatalytic oxidation of NADH at glassy carbon electrodes modified with transition metal complexes containing 1, 10-phenanthroline-5, 6-dione ligands.
Wu Q, et al.
Analytical Chemistry, 68(20), 3688-3696 (1996)
1, 10-Phenanthroline-5, 6-dione as a building block for the synthesis of homo-and heterometallic complexes.
Calderazzo F, et al.
Inorgorganica Chimica Acta, 330(1), 136-142 (2002)
Aleksandra Pinczewska et al.
Journal of the American Chemical Society, 134(43), 18022-18033 (2012-10-11)
We report the combinatorial preparation and high-throughput screening of a library of modified electrodes designed to catalyze the oxidation of NADH. Sixty glassy carbon electrodes were covalently modified with ruthenium(II) or zinc(II) complexes bearing the redox active 1,10-phenanthroline-5,6-dione (phendione) ligand
Tetsuaki Fujihara et al.
Dalton transactions (Cambridge, England : 2003), (4)(4), 645-652 (2004-07-15)
Syntheses and pH dependent electrochemical properties of aqua-ruthenium(II) complexes, [Ru(trpy)(PDA-N,N')(OH2)](ClO4)2 ([1](ClO4)2) and [Ru(trpy)(PD-N,N')(OH2)](ClO4)2 ([2](ClO4)2) (trpy = 2,2':6',2''-terpyridine, PDA = 6-acetonyl-6-hydroxy-1,10-phenanthroline-5-one, PD = 1,10-phenanthroline-5,6-dione) are presented. Treatment of [Ru(trpy)(PD-N,N')Cl](PF6) with AgClO4 in a mixed solvent of acetone and H2O selectively produced
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Verwandter Inhalt

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he Stahl Lab focuses on the development of catalysts and catalytic reactions for selective oxidation of organic molecules, with particular emphasis on aerobic oxidation reactions.

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