217201-92-8Relevant academic research and scientific papers
Palladium-catalyzed amination of aryl bromides utilizing arene-chromium complexes as ligands
Kamikawa, Ken,Sugimoto, Suguru,Uemura, Motokazu
, p. 8407 - 8410 (1998)
The arene - chromium complexes of o-diphenylphosphino α- phenylethylamine or α-phenylethyl methyl ether derivatives were examined with regard to their activity as ligands for palladium(0)-catalyzed aryl amination of aryl bromides with a variety of amines. Both steric and electronic factors were found to be significant for the efficient palladium- catalyzed aryl amination reactions. Modulation of the inductive capacity of the arylphosphine atom was achieved by photoinduced ligand exchange of one carbonyl of the chromium tripode in the presence of electron-donating triphenylphosphine or phosphite. Among these arene - chromium ligands, the use of the monophosphineor monophosphite-(dicarbonyl)chromium of N,N- dimethyl α-(o-diphenylphosphino)phenylethylamine and methyl α-(o- diphenylphosphino)phenylethyl ether produced the palladium(0)-catalyzed aryl amination products with cyclic amines or acyclic secondary amines in high yields; the corresponding strong electron-withdrawing tricarbonylchromium complex resulted in a modest yield of the aryl amination.
One-pot, modular approach to functionalized ketones via nucleophilic addition/Buchwald-Hartwig amination strategy
De Jong, Jorn,Heijnen, Dorus,Helbert, Hugo,Feringa, Ben L.
supporting information, p. 2908 - 2911 (2019/03/17)
A general one-pot procedure for the 1,2-addition of organolithium reagents to amides followed by the Buchwald-Hartwig amination with in situ released lithium amides is presented. In this work amides are used as masked ketones, revealed by the addition of organolithium reagents which generates a lithium amide, suitable for subsequent Buchwald-Hartwig coupling in the presence of a palladium catalyst. This methodology allows for rapid, efficient and atom economic synthesis of aminoarylketones in good yields.
The effects of cyclic terminal groups in di- and tri-arylmethane dyes. Part 3. Consequences of unsymmetrical substitution in Malachite Green
Gorman, Stephen A.,Hepworth, John D.,Mason, Donald
, p. 1889 - 1895 (2007/10/03)
A comprehensive series of novel, unsymmetrical Malachite Green dyes containing different amino substituents has been prepared and the electronic absorption spectra have been determined. In general, the structurally unsymmetrical dyes display electronic symmetry. Hypsochromic shifts and reduced intensity of the λmax(x) absorption bands were generally observed for the dyes containing the N-methylpiperazino group, consistent with the reduced ability of the heterocyclic moiety to stabilise the cationic system by conjugation. In solvents of increasing acidity, the dyes exhibit variable spectral responses because of the differing basicities of the terminal amino groups.
