The use of new carboranylphosphite ligands in the asymmetric Rh-catalyzed hydrogenation

被引：29

作者：

Lyubimov, Sergey E. ^{[1
]}

Kuchurov, Ilya V. ^{[2
]}

Tyutyunov, Andrey A. ^{[1
]}

Petrovskii, Pavel V. ^{[1
]}

Kalinin, Valery N. ^{[1
]}

Zlotin, Sergei G. ^{[2
]}

Davankov, Vadim A. ^{[1
]}

Hey-Hawkins, Evamarie ^{[3
]}

机构：

[1] Russian Acad Sci, AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia

[2] Russian Acad Sci, ND Zelinskii Organ Chem Inst, Moscow 119991, Russia

[3] Inst Anorgan Chem, D-04103 Leipzig, Germany

来源：

CATALYSIS COMMUNICATIONS | 2010年 / 11卷 / 05期

基金：

俄罗斯基础研究基金会;

关键词：

Asymmetric hydrogenation; Rhodium; Supercritical carbon dioxide; Carboranylphosphite ligands; SUPERCRITICAL CARBON-DIOXIDE; ALPHA-DEHYDROAMINO ACIDS; ENANTIOSELECTIVE HYDROGENATION; PHOSPHORAMIDITE LIGANDS; OLEFIN-HYDROGENATION; CHIRAL PHOSPHITES; EFFICIENT LIGANDS; COMPLEXES; H-8-MONOPHOS; CARBORANES;

D O I：

10.1016/j.catcom.2009.11.012

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A series of new monodentate phosphite ligands based on carboranes have been synthesized and used for asymmetric Rh-catalyzed hydrogenation of prochiral olefins in CH(2)Cl(2) with the result of up to 99.5% ee. High reactivities (100% conversion in 45-60 min) and enantioselectivities (up to 92%) were obtained in the hydrogenation of dimethyl itaconate in supercritical CO(2), In this case the catalytic performance is affected greatly by hydrogen and total pressures. (C) 2009 Elsevier B.V. All rights reserved.

引用

页码：419 / 421

页数：3

共 50 条

[1] Carboranylphosphites as new ligands for Rh-catalyzed asymmetric hydrogenation
S. E. Lyubimov
A. S. Safronov
A. A. Tyutyunov
V. N. Kalinin
E. E. Said-Galiev
A. R. Khokhlov
P. V. Petrovskii
P. M. Valetskii
V. A. Davankov
Russian Chemical Bulletin, 2008, 57 : 345 - 348
[2] Carboranylphosphites as new ligands for Rh-catalyzed asymmetric hydrogenation
Lyubimov, S. E.
Safronov, A. S.
Tyutyunov, A. A.
Kalinin, V. N.
Said-Galiev, E. E.
Khokhlov, A. R.
Petrovskii, P. V.
Valetskii, P. M.
Davankov, V. A.
RUSSIAN CHEMICAL BULLETIN, 2008, 57 (02) : 345 - 348
[3] The use of carboranylphosphite ligands in Rh-catalyzed hydroformylation of alkenes in supercritical carbon dioxide
S. E. Lyubimov
P. V. Petrovskii
E. A. Rastorguev
T. A. Verbitskaya
V. N. Kalinin
V. A. Davankov
Russian Chemical Bulletin, 2011, 60 : 2074 - 2077
[4] The use of carboranylphosphite ligands in Rh-catalyzed hydroformylation of alkenes in supercritical carbon dioxide
Lyubimov, S. E.
Petrovskii, P. V.
Rastorguev, E. A.
Verbitskaya, T. A.
Kalinin, V. N.
Davankov, V. A.
RUSSIAN CHEMICAL BULLETIN, 2011, 60 (10) : 2074 - 2077
[5] New ionic phosphite ligands: synthesis and application in asymmetric Rh-catalyzed hydrogenation
Lyubimov, S. E.
Petrovskii, P. V.
Davankov, V. A.
RUSSIAN CHEMICAL BULLETIN, 2009, 58 (03) : 528 - 531
[6] New modular P-chiral ligands for Rh-catalyzed asymmetric hydrogenation
Bondarev, Oleg G.
Goddard, Richard
TETRAHEDRON LETTERS, 2006, 47 (51) : 9013 - 9015
[7] New ionic phosphite ligands: synthesis and application in asymmetric Rh-catalyzed hydrogenation
S. E. Lyubimov
P. V. Petrovskii
V. A. Davankov
Russian Chemical Bulletin, 2009, 58 : 528 - 531
[8] Rh-catalyzed asymmetric hydrogenation of enamides
Yang, Qin
Gao, Wenzhong
Liao, Jian
Zhang, Xumu
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 230 : U3425 - U3426
[9] Aminophosphine phosphinites of propranolol analogues as ligands for Rh-catalyzed asymmetric hydrogenation
Krause, HW
Schmidt, U
Taudien, S
Costisella, B
Michalik, M
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1995, 104 (02) : 147 - 157
[10] Chiral carborane-derived thiophosphites: A new generation of ligands for Rh-catalyzed asymmetric hydrogenation
Lyubimov, Sergey E.
Davankov, Vadim A.
Petrovskii, Pavel V.
Hey-Hawkins, Evamarie
Tyutyunov, Andrey A.
Rys, Evgeny G.
Kalinin, Valery N.
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2008, 693 (25) : 3689 - 3691

← 1 2 3 4 5 →