TY - JOUR
T1 - Heck, Sonogashira, and Hiyama reactions catalyzed by palladium nanoparticles stabilized by tris-imidazolium salt
AU - Planellas, Marc
AU - Moglie, Yanina
AU - Alonso, Francisco
AU - Yus, Miguel
AU - Pleixats, Roser
AU - Shafir, Alexandr
PY - 2014/1/1
Y1 - 2014/1/1
N2 - Palladium nanoparticles, prepared by the hydrogenation of Pd(dba) 2 in the presence of a tris-imidazolium iodide as stabilizer, act as an efficient catalyst for Heck and copper-free Sonogashira reactions with a range of aryl iodides and bromides at 0.2 mol-% Pd loading. Moreover, we describe a convenient protocol for the fluoride-free Hiyama coupling of vinylsilanes with aryl iodides that involves the use of sodium hydroxide as promoter in a methanol/water mixture. Under the developed conditions, one-pot, double Heck and Hiyama-Heck reactions are successfully achieved. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
AB - Palladium nanoparticles, prepared by the hydrogenation of Pd(dba) 2 in the presence of a tris-imidazolium iodide as stabilizer, act as an efficient catalyst for Heck and copper-free Sonogashira reactions with a range of aryl iodides and bromides at 0.2 mol-% Pd loading. Moreover, we describe a convenient protocol for the fluoride-free Hiyama coupling of vinylsilanes with aryl iodides that involves the use of sodium hydroxide as promoter in a methanol/water mixture. Under the developed conditions, one-pot, double Heck and Hiyama-Heck reactions are successfully achieved. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
KW - Cross-coupling
KW - Heterogeneous catalysis
KW - Nanoparticles
KW - Palladium
U2 - 10.1002/ejoc.201400162
DO - 10.1002/ejoc.201400162
M3 - Article
SN - 1434-193X
VL - 2014
SP - 3001
EP - 3008
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
IS - 14
ER -