trans-bis-[(-)ephedrinate]-palladiumII complex:: synthesis, molecular modeling and use as catalyst

被引：10

作者：

Bouquillon, S

Humbel, S

Létinois-Halbes, U

Hénin, F

Muzart, J

机构：

[1] Univ Reims, CNRS, Unite Mixte Rech React Select & Applicat, F-51687 Reims 2, France

[2] Univ Aix Marseille 3, ENSSPICAM, CNRS, Unite Mixte Rech Synthese Catalyse Chiralite, F-13397 Marseille 20, France

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2003年 / 687卷 / 02期

关键词：

ephedrine; chirality; palladium complexes; Pd-N bond; density functional theory (DFT);

D O I：

10.1016/j.jorganchem.2003.08.015

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The reaction between palladium acetate, (-)-ephedrine and potassium acetate led to bis-chelate complex Pd[OCH(Ph)NH(Me)](2) whose the trans-structure is obtained from calculations. The use of this complex to catalyze either the 1,4-hydrogenation of (E)-2-benzyliden-1-tetralone or Heck reaction of phenyl iodide with 3-methyl-3-buten-2-ol led to a low enantiomeric excess. (C) 2003 Elsevier B.V. All rights reserved.

引用

收藏

页码：377 / 383

页数：7

相关论文

共 36 条

[1] A STUDY ON THE COMPLEX-FORMATION BETWEEN COPPER(II) AND SOME EPHEDRINES [J].

ABUEITTAH, RH ;

RAZIK, AA ;

MOBARAK, Z ;

KAMEL, LT .

POLYHEDRON, 1993, 12 (16) :2027-2037

[2] 1,2-amino alcohols and their heterocyclic derivatives as chiral auxiliaries in asymmetric synthesis [J].

Ager, DJ ;

Prakash, I ;

Schaad, DR .

CHEMICAL REVIEWS, 1996, 96 (02) :835-875

[3] Synthesis and structure of chiral Titanium(IV) complexes containing N-substituted amino alcohols [J].

Armistead, LT ;

White, PS ;

Gagne, MR .

ORGANOMETALLICS, 1998, 17 (19) :4232-4239

[4] DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].

BECKE, AD .

JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652

[5] HOMOGENEOUS CATALYSIS - CATALYTIC PRODUCTION OF SIMPLE ENOLS [J].

BERGENS, SH ;

BOSNICH, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (03) :958-967

[6] A coordination compound of (-)-ephedrine and palladium(II) [J].

Bouquillon, S ;

d'Hardemare, AD ;

Averbuch-Pouchot, MT ;

Hénin, F ;

Muzart, J ;

Durif, A .

ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1999, 55 :2028-2030

[7] Heck arylation of allylic alcohols in molten salts [J].

Bouquillon, S ;

Ganchegui, B ;

Estrine, B ;

Hénin, F ;

Muzart, J .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 634 (02) :153-156

[8] ASYMMETRIC EPOXIDATION CATALYZED BY POLYMER-ANCHORED AMINO ALCOHOL MOLYBDENUM COMPLEXES [J].

CAZAUX, I ;

CAZE, C .

REACTIVE POLYMERS, 1993, 20 (1-2) :87-97

[9] Catalytic asymmetric synthesis of quaternary carbons bearing two aryl substituents. Enantioselective synthesis of 3-alkyl-3-aryl oxindoles by catalytic asymmetric intramolecular Heck reactions [J].

Dounay, AB ;

Hatanaka, K ;

Kodanko, JJ ;

Oestreich, M ;

Overman, LE ;

Pfeifer, LA ;

Weiss, MM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (20) :6261-6271

[10]

DUNING TH, 1976, MODERN THEORETICAL C, V3

← 1 2 3 4 →