17540-19-1Relevant articles and documents
Efficient functionalization of olefins by arylsilanes catalyzed by palladium anionic complexes
Silarska,Majchrzak,Marciniec,Trzeciak
, p. 458 - 464 (2016/12/16)
The coupling of organosilanes and different olefins was performed efficiently in the presence of anionic complexes, [CA]2[PdX4] and [CA]2[Pd2X6], where CA?=?imidazolium or pyridinium cation. The reaction proceeds according to a Pd(II)-mediated pathway, and Cu(OAc)2 acts as the re-oxidant of Pd(0) formed during the catalytic process. High product yields were obtained for differently substituted olefins at 80?°C in 4?h. Styrylsilanes reacted in the same conditions giving unsymmetrical 1,3-dienes.
Bidentate hydroxyalkyl NHC ligands for the copper-catalyzed asymmetric allylic substitution of allyl phosphates with grignard reagents
Magrez, Magaly,Le Guen, Yann,Basle, Olivier,Crevisy, Christophe,Mauduit, Marc
supporting information, p. 1199 - 1203 (2013/02/25)
Demonstrating their potential: Bidentate alkoxy NHC ligands have been used in the copper-catalyzed asymmetric allylic alkylation of allyl phosphates with Grignard reagents (see scheme). The method provides access to tertiary and quaternary chiral centers with high regio- and enantioselectivity. The system is also applied to the synthesis of chiral E,E-dienes, a key structural motif prevalent in natural products. Copyright
Selective heck arylation of cyclohexene with homogeneous and heterogeneous palladium catalysts
Mieczynska, Ewa,Trzeciak, Anna M.
scheme or table, p. 2166 - 2177 (2010/08/04)
Palladium catalysts containing Pd(II) supported on Al2O 3 and alumina-based mixed oxides, Al2O3- ZrO2, Al2O3-CeO2, and Al 2O3-Fe2O3, are very effective in the Heck coupling of iodobenzene with cyclohexene in DMF solution. The best results, up to 81% of monoarylated products with a selectivity to 4-phenylcyclohexene (3) close to 90% were obtained with KOH as a base. The catalytic activity of palladium supported on aluminabased oxides was compared with that of homogeneous precursors, such as Pd(OAc)2 and PdCl 2(PhCN)2, used in [Bu4N]Br as the reaction medium. Under such conditions homogeneous systems were more selective and produced up to 60% of monoarylated products with a selectivity to 3 close to 60%. Copyright