189276-40-2Relevant academic research and scientific papers
Mechanistic significance of the Si-O-Pd bond in the palladium-catalyzed cross-coupling reactions of alkenylsilanolates
Tymonko, Steven A.,Smith, Russell C.,Ambrosi, Andrea,Denmark, Scott E.
, p. 6192 - 6199 (2015/06/02)
Through the combination of reaction kinetics (both catalytic and stoichiometric) and solid-state characterization of arylpalladium(II) alkenylsilanolate complexes, the intermediacy of covalent adducts containing Si-O-Pd linkages in the cross-coupling reac
Intramolecular transmetalation of arylpalladium(II) and arylplatinum(II) complexes with silanes and stannanes
Mateo, Cristina,Fernández-Rivas, Carolina,Cárdenas, Diego J.,Echavarren, Antonio M.
, p. 3661 - 3669 (2008/10/08)
The oxidative addition of o-(Me2RSiCH2O)C6H4I (R = Me, Ph, F) to palladium (0) complexes [Pd(PPh3)], [Pd(dba)(AsPh3)2] (dba = dibenzylideneacetone), and [Pd(dba)(L2)] [L2 = 1,1′-bis(diphenylphosphino)ferrocene (dppf), 2,2′-bipyridine (bpy), o-phenanthroline (phen)] leads to the corresponding complexes o-(Me2RCH2O)C6H4Pd(L2)I (L = PPh3, AsPh3; L2 = dppf, bpy, phen). This Pd(II)/Si transmetalation, the key step in the Hiyama cross-coupling reaction, proceeds smoothly with different fluorides as the promoters. Additionally, silver and potassium carbonate promote the transmetalation by the likely formation of an intermediate with a Pd-O bond. The related Pt(II)/Sn and Pt(II)/Si transmetalation leads to the formation of stable oxaplatinacycles. In contrast with the requirement of additives for the Pd(II)/Si transmetalation, the transmetalation of Pt(II) complexes proceeds directly in the absence of additives. Additionally, [Pt(PPh3)]4 was shown to behave as a moderate catalyst for the cross-coupling of two aryl triflates with ethenyltributylstannane to form the corresponding styrenes.
Isolation of the transmetalation step in the hiyama cross-coupling reaction of organosilanes
Mateo, Cristina,Fernández-Rivas, Carolina,Echavarren, Antonio M.,Cárdenas, Diego J.
, p. 1997 - 1999 (2008/10/08)
The oxidative addition of o-(Me2RSiCH2O)C6H4I (R = Me, Ph, F) to palladium(0) complexes leads to the corresponding complexes o-(Me2RCH2O)C6H4Pd(L2)I (L = PP
