678023
4,7-Dimethoxy-1,10-Phenanthrolin
97%
Synonym(e):
4,7-Dimethoxy-1,10-phenanthrolin
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Alle Fotos(1)
About This Item
Empirische Formel (Hill-System):
C14H12N2O2
CAS-Nummer:
Molekulargewicht:
240.26
MDL-Nummer:
UNSPSC-Code:
12352300
PubChem Substanz-ID:
NACRES:
NA.22
Empfohlene Produkte
Qualitätsniveau
Assay
97%
Form
solid
Eignung der Reaktion
reagent type: ligand
mp (Schmelzpunkt)
197-212 °C
SMILES String
COc1ccnc2c1ccc3c(OC)ccnc23
InChI
1S/C14H12N2O2/c1-17-11-5-7-15-13-9(11)3-4-10-12(18-2)6-8-16-14(10)13/h3-8H,1-2H3
InChIKey
ZPGVCQYKXIQWTP-UHFFFAOYSA-N
Allgemeine Beschreibung
4,7-Dimethoxy-1,10-phenanthroline is an organic compound that is used as an efficient ligand in organic synthesis. It is used in the N-arylation of imidazole with aryl iodides and bromides in the presence of copper catalysts. Various hindered and functionalized imidazoles and aryl halides were converted using this catalyst.
Anwendung
Ligand for Cu-catalzyed N-arylation of imidazoles
Signalwort
Danger
H-Sätze
Gefahreneinstufungen
Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Dam. 1
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
Persönliche Schutzausrüstung
dust mask type N95 (US), Eyeshields, Gloves
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Artis Klapars et al.
Journal of the American Chemical Society, 124(25), 7421-7428 (2002-06-20)
An experimentally simple and inexpensive catalyst system was developed for the amidation of aryl halides by using 0.2-10 mol % of CuI, 5-20 mol % of a 1,2-diamine ligand, and K(3)PO(4), K(2)CO(3), or Cs(2)CO(3) as base. Catalyst systems based on
Ryan A Altman et al.
Organic letters, 9(4), 643-646 (2007-02-09)
With use of Cu-based catalysts, 2- and 4-hydroxypyridines were N-arylated in modest to excellent yields. In the case of 2-hydroxypyridine, the use of 4,7-dimethoxy-1,10-phenanthroline, 3, expanded the scope of previous literature reports to include the use of N-containing heteroaryl halides
Li, C. S.; Dixon, D. D.
Tetrahedron Letters, 45, 4257-4257 (2004)
Ryan A Altman et al.
Organic letters, 8(13), 2779-2782 (2006-06-16)
[reaction: see text] 4,7-Dimethoxy-1,10-phenanthroline (L) was found to be an efficient ligand for the copper-catalyzed N-arylation of imidazole with aryl iodides and bromides under mild conditions. A variety of hindered and functionalized imidazoles and aryl halides were transformed in good
Ryan A Altman et al.
The Journal of organic chemistry, 72(16), 6190-6199 (2007-07-13)
4,7-Dimethoxy-1,10-phenanthroline (L1c) was found to be an efficient ligand for the copper-catalyzed N-arylation of imidazoles and benzimidazoles with both aryl iodides and bromides under mild conditions. Further optimization of the system has revealed that the addition of poly(ethylene glycol) accelerates
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