TY - JOUR
T1 - Polymer-incarcerated chiral Rh/Ag nanoparticles for asymmetric 1,4-addition reactions of arylboronic acids to enones
T2 - Remarkable effects of bimetallic structure on activity and metal leaching
AU - Yasukawa, Tomohiro
AU - Miyamura, Hiroyuki
AU - Kobayashi, Shu
PY - 2012/10/17
Y1 - 2012/10/17
N2 - Robust and highly active bimetallic Rh nanoparticle (NP) catalysts, PI/CB Rh/Ag, have been developed and applied to the asymmetric 1,4-addition of arylboronic acids to enones without leaching of the metals. We found that the structures of the bimetallic Rh/Ag catalysts and chiral ligands strongly affect their catalytic activity and the amount of metal leaching. PI/CB Rh/Ag could be recycled several times by simple operations while keeping high yields and excellent enantioselectivities. To show the versatility of the PI/CB Rh/Ag catalyst, a one-pot, oxidation-asymmetric 1,4-addition reaction of an allyl alcohol and an arylboronic acid was demonstrated by combining the PI/CB Rh/Ag catalyst with PI/CB Au as an aerobic oxidation catalyst.
AB - Robust and highly active bimetallic Rh nanoparticle (NP) catalysts, PI/CB Rh/Ag, have been developed and applied to the asymmetric 1,4-addition of arylboronic acids to enones without leaching of the metals. We found that the structures of the bimetallic Rh/Ag catalysts and chiral ligands strongly affect their catalytic activity and the amount of metal leaching. PI/CB Rh/Ag could be recycled several times by simple operations while keeping high yields and excellent enantioselectivities. To show the versatility of the PI/CB Rh/Ag catalyst, a one-pot, oxidation-asymmetric 1,4-addition reaction of an allyl alcohol and an arylboronic acid was demonstrated by combining the PI/CB Rh/Ag catalyst with PI/CB Au as an aerobic oxidation catalyst.
UR - http://www.scopus.com/inward/record.url?scp=84867535651&partnerID=8YFLogxK
U2 - 10.1021/ja307913e
DO - 10.1021/ja307913e
M3 - Article
C2 - 23005577
AN - SCOPUS:84867535651
SN - 0002-7863
VL - 134
SP - 16963
EP - 16966
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 41
ER -