Amine products and catalyst poisoning in the homogeneous H2 hydrogenation of Imines catalyzed by the [Rh(COD)(PPh3)2]PF6 precursor

被引：40

作者：

Marcazzan, P ^{[1
]}

Patrick, BO ^{[1
]}

James, BR ^{[1
]}

机构：

[1] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada

来源：

ORGANOMETALLICS | 2003年 / 22卷 / 06期

关键词：

METAL-COMPLEXES; RHODIUM; LIGANDS;

D O I：

10.1021/om020992c

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The H-2 hydrogenations of PhN=CHPh and PhCH2N=CHPh are catalyzed by the precursor [Rh(COD)(PPh3)(2)]PF6. However, the amine product PhNHCH2Ph poisons the catalyst by coordination to the Rh through an arene moiety, while the other amine product, (PhCH2)(2)NH, forms a labile N-bonded species that does not poison the catalyst system.

引用

页码：1177 / 1179

页数：3

共 14 条

[1] CATALYTIC ASYMMETRIC HYDROGENATION OF IMINES - USE OF RHODIUM(I)/PHOSPHINE COMPLEXES AND CHARACTERIZATION OF RHODIUM(I)/IMINE COMPLEXES [J].

BECALSKI, AG ;

CULLEN, WR ;

FRYZUK, MD ;

JAMES, BR ;

KANG, GJ ;

RETTIG, SJ .

INORGANIC CHEMISTRY, 1991, 30 (26) :5002-5008

[2] AN UNUSUAL HETEROBIMETALLIC COMPOUND WITH A RHODIUM(I)-ETA-4-ARENE INTERACTION [J].

DUNBAR, KR ;

QUILLEVERE, A .

ORGANOMETALLICS, 1993, 12 (03) :618-620

[3] Homogeneous hydrogenation of imines catalyzed by rhodium and iridium complexes -: Kinetics and mechanism of the hydrogenation of N-(β-naphthyl methylene) aniline using [Ir(COD)(PPh3)2]PF6 as catalyst precursor [J].

Herrera, V ;

Muñoz, B ;

Landaeta, V ;

Canudas, N .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2001, 174 (1-2) :141-149

[4]

Hughes R.P., 1982, COMPREHENSIVE ORGANO, V5, P277

[5] Synthesis of chiral amines catalyzed homogeneously by metal complexes [J].

James, BR .

CATALYSIS TODAY, 1997, 37 (02) :209-221

[6] Catalytic enantioselective addition to imines [J].

Kobayashi, S ;

Ishitani, H .

CHEMICAL REVIEWS, 1999, 99 (05) :1069-1094

[7] HYDROGENATION OF IMINES BY RHODIUM-PHOSPHINE COMPLEXES [J].

LONGLEY, CJ ;

GOODWIN, TJ ;

WILKINSON, G .

POLYHEDRON, 1986, 5 (10) :1625-1628

[8] ETA-5-CYCLOPENTADIENYL AND ETA-6-ARENE AS PROTECTING LIGANDS TOWARDS PLATINUM METAL-COMPLEXES [J].

MAITLIS, PM .

CHEMICAL SOCIETY REVIEWS, 1981, 10 (01) :1-48

[9] Synthesis and structure of dimeric Rh-bis(tertiary phosphine) complexes, exceptionally useful synthetic precursors [J].

Marcazzan, P ;

Ezhova, MB ;

Patrick, BO ;

James, BR .

COMPTES RENDUS CHIMIE, 2002, 5 (05) :373-378

[10]

MARCAZZAN P, 2002, THESIS U BRIT COLUMB

← 1 2 →