Synthesis of 6,6′-Bis(dimethylamino)- and 6,6′-Dibromo-Substituted 2,2′-Diphosphinylbiphenyls and Their Palladium Complexes was written by Petzold, Holm;Alrawashdeh, Albara I. S.;Heider, Silvio;Haufe, Linda;Rueffer, Tobias. And the article was included in European Journal of Inorganic Chemistry in 2013.Application In Synthesis of 2-Bromo-4-methyl-6-nitroaniline This article mentions the following:
New 6,6′-dibromo- and 6,6′-bis(dimethylamino)-substituted 2,2′-diphosphinylbiphenyl ligands 11–14 were prepared starting from 2,2′-dibromo-4,4′-dimethyl-6,6′-dinitro-1,1′-biphenyl (4). Depending on the phosphine groups [diphenylphosphinyl (11, 13) or diisopropylphosphinyl (12, 14)] the Pd dichloride complexes show different coordination symmetry. Whereas the smaller diphenylphosphinyl groups lead to C2-sym. complexes, the resp. bis(diisopropyl)phosphines 12 and 14 form C1-sym. complexes that show fluxional behavior due to the restricted rotation of the iso-Pr groups as well as the exchange of atom positions within the C1-sym. conformer. All complexes were tested as precatalysts in the Suzuki-Miyaura cross coupling reaction of 2-bromotoluene and phenylboronic acid. The activity of the catalytic system increases with the size of the diphosphines and the donating ability of the ligand. In contrast to C2-sym. Pd complex 15, Pt complex 19 is C1-sym. in the solid state despite the fact that both complexes have the small bis(diphenylphosphinyl)-substituted diphosphine ligand 11 in common. NiBr2 adduct 20 with a similar diphosphine 13 exists as a mixture of distorted square-planar and tetrahedral coordination sphere geometries in equilibrium with each other. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7Application In Synthesis of 2-Bromo-4-methyl-6-nitroaniline).
2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Application In Synthesis of 2-Bromo-4-methyl-6-nitroaniline
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary