TY - JOUR
T1 - Efficient palladium-catalyzed Heck reactions mediated by the diol-functionalized imidazolium ionic liquids
AU - Cai, Yueqin
AU - Liu, Ye
PY - 2009/5/20
Y1 - 2009/5/20
N2 - The diol-functionalized imidazolium ionic liquids, 1-(2,3-dihydroxypropyl)-3-methylimidazolium hexafluorophosphate (1) and 2,2-bis(1-methyl-methylimidazolium) propane-1,3-diol hexafluorophosphate (2), were synthesized and used as the phosphine-free ligands in the palladium-catalyzed Heck reaction of aryl bromides with electron-deficient olefins. Under aerobic conditions, the efficient arylation of acrylates could be accomplished when catalyzed by PdCl2-2 (or 1) in DMF with Et3N as a base, in terms of good activities, excellent selectivities (to trans-coupling products), and reusability, due to the available multiple coordinating sites like bidentate diol and NHC carbene in the ligands.
AB - The diol-functionalized imidazolium ionic liquids, 1-(2,3-dihydroxypropyl)-3-methylimidazolium hexafluorophosphate (1) and 2,2-bis(1-methyl-methylimidazolium) propane-1,3-diol hexafluorophosphate (2), were synthesized and used as the phosphine-free ligands in the palladium-catalyzed Heck reaction of aryl bromides with electron-deficient olefins. Under aerobic conditions, the efficient arylation of acrylates could be accomplished when catalyzed by PdCl2-2 (or 1) in DMF with Et3N as a base, in terms of good activities, excellent selectivities (to trans-coupling products), and reusability, due to the available multiple coordinating sites like bidentate diol and NHC carbene in the ligands.
KW - Diol
KW - Functionalized ionic liquids
KW - Heck reaction
UR - https://www.scopus.com/pages/publications/67349214989
U2 - 10.1016/j.catcom.2009.03.003
DO - 10.1016/j.catcom.2009.03.003
M3 - 文章
AN - SCOPUS:67349214989
SN - 1566-7367
VL - 10
SP - 1390
EP - 1393
JO - Catalysis Communications
JF - Catalysis Communications
IS - 10
ER -