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.
Application
Ligand for Cu-catalzyed N-arylation of imidazoles[1][2]
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
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
[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
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
Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.
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![5,8-Dimethyldibenzo[b,j][1,10]phenanthroline-6,7-diol](/deepweb/assets/sigmaaldrich/product/structures/369/172/ecac2dbe-a8f3-4161-aabb-18c93281f0e7/640/ecac2dbe-a8f3-4161-aabb-18c93281f0e7.png)
