Enantioselective hydrogenation of quinolines catalyzed by Ir(BINAP)-cored dendrimers: dramatic enhancement of catalytic activity.
[structure: see text]. The asymmetric hydrogenation of quinolines catalyzed by chiral dendritic catalysts derived from BINAP gave the corresponding products with high enantioselectivities (up to 93%), excellent catalytic activities (TOF up to 3450 h(-1)), and productivities (TON up to 43,000). In addition, the third-generation catalyst could be recovered by precipitation and filtration and reused at least six times with similar enantioselectivity.
Wang
Zhi-Jian
ZJ
Beijing National Laboratory for Molecular Sciences, Center for Chemical Biology, Institute of Chemistry, Chinese Academy of Sciences, Beijing, China.
Deng
Guo-Jun
GJ
Li
Yong
Y
He
Yan-Mei
YM
Tang
Wei-Jun
WJ
Fan
Qing-Hua
QH
D002384:Catalysis; D050091:Dendrimers / Q000138:chemical synthesis / Q000737:chemistry; D006865:Hydrogenation; D007495:Iridium / Q000737:chemistry*; D015394:Molecular Structure; D009281:Naphthalenes / Q000138:chemical synthesis / Q000737:chemistry; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry; D011804:Quinolines / Q000737:chemistry*; D013237:Stereoisomerism
C406943:BINAP, 2-naphthol; D050091:Dendrimers; D009281:Naphthalenes; D009942:Organometallic Compounds; D011804:Quinolines; D007495:Iridium