Binaphthyldiamine-based diazaphospholidines as a new class of chiral monodentate P-ligands

被引：41

作者：

Reetz, MT ^{[1
]}

Oka, H ^{[1
]}

Goddard, R ^{[1
]}

机构：

[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany

来源：

SYNTHESIS-STUTTGART | 2003年 / 12期

关键词：

asymmetric catalysis; rhodium; phosphorus; hydrogenation; hydroformylation;

D O I：

10.1055/s-2003-41036

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new family of chiral diazaphospholidines is readily accessible by phosphorylating commercially available (S)-1,1'-binaphthyl-2,2'-diamine. NMR spectroscopy, mass spectrometry and X-ray crystallographic analysis reveal their unique structures. In preliminary studies these novel monodentate P-ligands were tested in Rh-catalyzed hydrogenation and hydroformylation (31% ee) reactions. The modular nature of the ligands allows for further structural diversity.

引用

页码：1809 / 1814

页数：6

共 29 条

[1]

[Anonymous], ANGEW CHEM

[2]

[Anonymous], ANGEW CHEM

[3] Enantioselective catalysis using phosphorus-donor ligands containing two or three P-N or P-O bonds [J].

Ansell, J ;

Wills, M .

CHEMICAL SOCIETY REVIEWS, 2002, 31 (05) :259-268

[4] USE OF CARBOXYLIC-ACIDS AS CHIRAL SOLVATING AGENTS FOR THE DETERMINATION OF OPTICAL PURITY OF CHIRAL AMINES BY NMR-SPECTROSCOPY [J].

BENSON, SC ;

CAI, P ;

COLON, M ;

HAIZA, MA ;

TOKLES, M ;

SNYDER, JK .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (22) :5335-5341

[5] PHOSPHINE-BORANE COMPLEXES - DIRECT USE IN ASYMMETRIC CATALYSIS [J].

BRISSET, H ;

GOURDEL, Y ;

PELLON, P ;

LECORRE, M .

TETRAHEDRON LETTERS, 1993, 34 (28) :4523-4526

[6]

Claver C, 2000, CHEM COMMUN, P961

[7] A second-generation catalyst for aryl halide amination: Mixed secondary amines from aryl halides and primary amines catalyzed by (DPPF)PdCl2 [J].

Driver, MS ;

Hartwig, JF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (30) :7217-7218

[8] Rhodium-catalyzed asymmetric hydrogenation with aminophosphine ligands derived from 1,1′-binaphthyl-2,2′-diamine [J].

Guo, RW ;

Li, XS ;

Wu, J ;

Kwok, WH ;

Chen, J ;

Choi, MCK ;

Chan, ASC .

TETRAHEDRON LETTERS, 2002, 43 (38) :6803-6806

[9] Mechanistic aspects of asymmetric hydroformylation of olefins catalyzed by chiral phosphine-phosphite-rhodium(I) complexes [J].

Horiuchi, T ;

Shirakawa, E ;

Nozaki, K ;

Takaya, H .

ORGANOMETALLICS, 1997, 16 (13) :2981-2986

[10] PHOSPHINE OXIDES AND LIAIH4-NABH4-CECL3 - SYNTHESIS AND REACTIONS OF PHOSPHINE-BORANES [J].

IMAMOTO, T ;

KUSUMOTO, T ;

SUZUKI, N ;

SATO, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (18) :5301-5303

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