Alkyl Complexes of Lanthanum and Samarium Supported by a Chiral Binaphthylamido Ligand. Syntheses, Structures, and Catalytic Activity in Hydroamination of Amino-1,3-dienes

被引：25

作者：

Aillaud, Isabelle ^{[1
]}

Olier, Clarisse ^{[1
]}

Chapurina, Yulia ^{[1
,2
]}

Collin, Jacqueline ^{[1
]}

Schulz, Emmanuelle ^{[1
]}

Guillot, Regis

Hannedouche, Jerome ^{[1
]}

Trifonov, Alexander ^{[2
]}

机构：

[1] Univ Paris 11, Equipe Catalyse Mol, ICMMO, UMR 8182, F-91405 Orsay, France

[2] Russian Acad Sci, GA Razuvaev Inst Organomet Chem, Nizhnii Novgorod 603600, Russia

来源：

ORGANOMETALLICS | 2011年 / 30卷 / 12期

基金：

俄罗斯基础研究基金会;

关键词：

ASYMMETRIC INTRAMOLECULAR HYDROAMINATION; HIGHLY REACTIVE ORGANOLANTHANIDES; EARTH-METAL CATALYSTS; ORGANOMETALLIC COMPOUNDS; AMIDATE COMPLEXES; METHYL COMPLEXES; CHEMISTRY; ALKENES; SCOPE; HYDROPHOSPHINATION/CYCLIZATION;

D O I：

10.1021/om2002624

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The reactions of (R)-(+)2,2'-bis(cydopentylamino)-1,1'-binaphthyldiamine with [Li(THF)(n)](3)[LnMe(6)] (Ln = La, Sm) in THF at 0 degrees C depending on the metal ion size result in the formation of trinuclear [(R)-C20H12(NC5H9)(2)]Sm[(mu-Me)Li(THF)(2)(mu-Me)Li(THF)] (1) or tetranuclear [(R)-C20H12(NC5H9)(2)]La{(mu-Me)(2)Li(THF)[(mu-Me)Li(THF)](2)} (2) complexes with methyl ligands mu-bridging lanthanide and lithium atoms. The structures of complexes 1 and 2 were established by single-crystal X-ray diffraction and solution NMR studies. These new complexes were evaluated as catalysts to promote the enantioselective hydroamination of amino-1,3-dienes.

引用

页码：3378 / 3385

页数：8

共 75 条

[61] Rhodium-Catalyzed Asymmetric Intramolecular Hydroamination of Unactivated Alkenes [J].

Shen, Xiaoqiang ;

Buchwald, Stephen L. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (03) :564-567

[62] MANIPULATION OF ORGANOLANTHANIDE COORDINATIVE UNSATURATION - SYNTHESIS, STRUCTURES, STRUCTURAL DYNAMICS, COMPARATIVE REACTIVITY, AND COMPARATIVE THERMOCHEMISTRY OF DINUCLEAR MU-HYDRIDES AND MU-ALKYLS WITH [MU-R2SI(ME4C5)(C5H4)]2 SUPPORTING LIGATION [J].

STERN, D ;

SABAT, M ;

MARKS, TJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (26) :9558-9575

[63]

Trifonov A A., 2007, Russ. Chem. Rev, V76, P1051, DOI [10.1070/RC2007v076n11ABEH003693, DOI 10.1070/RC2007V076N11ABEH003693]

[64] Synthesis of the first rare earth metal bis(alkyl)s bearing an indenyl functionalized N-heterocyclic carbene [J].

Wang, Baoli ;

Wang, Dun ;

Cui, Dongmei ;

Gao, Wei ;

Tang, Tao ;

Chen, Xuesi ;

Jing, Xiabin .

ORGANOMETALLICS, 2007, 26 (13) :3167-3172

[65] SYNTHESIS AND THERMAL-DECOMPOSITION OF HOMOLEPTIC TERT-BUTYL LANTHANIDE COMPLEXES [J].

WAYDA, AL ;

EVANS, WJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (22) :7119-7121

[66] Chiral neutral zirconium amidate complexes for the asymmetric hydroamination of alkenes [J].

Wood, Mark C. ;

Leitch, David C. ;

Yeung, Charles S. ;

Kozak, Jennifer A. ;

Schafer, Laurel L. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (03) :354-358

[67] Organo-rare-earth-metal initiated living polymerizations of polar and nonpolar monomers [J].

Yasuda, H .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2002, 647 (1-2) :128-138

[68] Intermolecular Hydroamination of Ethylene and 1-Alkenes with Cyclic Ureas Catalyzed by Achiral and Chiral Gold(I) Complexes [J].

Zhang, Zhibin ;

Lee, Seong Du ;

Widenhoefer, Ross A. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (15) :5372-+

[69] Intermolecular, catalytic asymmetric hydroamination of bicyclic alkenes and dienes in high yield and enantioselectivity [J].

Zhou, Jianrong ;

Hartwig, John F. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (37) :12220-+

[70] Enantioselective hydroamination/cyclization catalyzed by organolanthanide amide's derived from a new chiral ligand, (S)-2-(pyrrol-2-ylmethyleneamino)-2′-(dimethylamino)-1,1′-binaphthyl [J].

Zi, Guofu ;

Xiang, Li ;

Song, Haibin .

ORGANOMETALLICS, 2008, 27 (06) :1242-1246

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