Osmium(II) CNN pincer complexes as efficient catalysts for both asymmetric transfer and H2 hydrogenation of ketones

被引：123

作者：

Baratta, Walter ^{[1
]}

Ballico, Maurizio ^{[1
]}

Chelucci, Giorgio ^{[2
]}

Siega, Katia ^{[1
]}

Rigo, Pierluigi ^{[1
]}

机构：

[1] Univ Udine, Dipartimento Sci & Technol Chim, I-33100 Udine, Italy

[2] Univ Sassari, Dipartimento Chim, I-07100 Sassari, Italy

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 23期

关键词：

asymmetric catalysis; hydrides; hydrogen transfer; hydrogenation; osmium;

D O I：

10.1002/anie.200800339

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Catalysis at a pinch: Osmium CNN pincer complexes [OsCl(CNN)P2] (see graphic) are extremely active and productive catalysts for both the transfer and asymmetric hydrogenation of ketones (TOF ≈ 106 h -1 and TON ≈105). High enantioselectivity is achieved in the presence of only 0.005-0.002 mol% of the chiral osmium derivatives. [OsX(CNN)(dppb)] species with X = H and OR are involved in these catalytic TH and HY reactions. (Chemical Equation Presented) © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：4362 / 4365

页数：4

共 34 条

[1] THE OXIDATION POTENTIALS OF ALDEHYDES AND KETONES
ADKINS, H
ELOFSON, RM
ROSSOW, AG
ROBINSON, CC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (11) : 3622 - 3629
[2] [Anonymous], 2007, HDB HOMOGENEOUS HYDR
[3] Ruthenium(II) terdentate CNN complexes: Superlative catalysts for the hydrogen-transfer reduction of ketones by reversible insertion of a carbonyl group into the Ru-H bond
Baratta, W
Chelucci, G
Gladiali, S
Siega, K
Toniutti, M
Zanette, M
Zangrando, E
Rigo, P
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (38) : 6214 - 6219
[4] 2-(Aminomethyl)pyridine-phosphine ruthenium(II) complexes: Novel highly active transfer hydrogenation catalysts
Baratta, W
Herdtweck, E
Siega, K
Toniutti, M
Rigo, P
[J]. ORGANOMETALLICS, 2005, 24 (07) : 1660 - 1669
[5] BARATTA W, 2005, ANGEW CHEM, V117, P6370
[6] Osmium pyme complexes for fast hydrogenation and asymmetric transfer hydrogenation of ketones
Baratta, Walter
Ballico, Maurizio
Del Zotto, Alessandro
Siega, Katia
Magnolia, Santo
Rigo, Pierluigi
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (08) : 2557 - 2563
[7] Fast and chemoselective transfer hydrogenation of aldehydes catalyzed by a terdentate CNN ruthenium complex [RuCl(CNN)(dppb)]
Baratta, Walter
Siega, Katia
Rigo, Pierluigi
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (10) : 1633 - 1636
[8] Catalytic transfer hydrogenation with terdentate CNN ruthenium complexes: The influence of the base
Baratta, Walter
Siega, Katia
Rigo, Pierluigi
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (26) : 7479 - 7486
[9] Terdentate RuX(CNN)(PP) (X = Cl, H, OR) complexes: Synthesis, properties, and catalytic activity in fast transfer hydrogenation
Baratta, Walter
Bosco, Marco
Chelucci, Giorgio
Del Zotto, Alessandro
Siega, Katia
Toniutti, Micaela
Zangrando, Ennio
Rigo, Pierluigi
[J]. ORGANOMETALLICS, 2006, 25 (19) : 4611 - 4620
[10] Blaser H.U., 2004, ASYMMETRIC CATALYSIS

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