Palladium-neocuproine catalyzed aerobic oxidation of alcohols in aqueous solvents

被引：56

作者：

Arends, IWCE ^{[1
]}

ten Brink, GJ ^{[1
]}

Sheldon, RA ^{[1
]}

机构：

[1] Delft Univ Technol, Lab Biocatalysis & Organ Chem, NL-2628 BL Delft, Netherlands

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2006年 / 251卷 / 1-2期

关键词：

palladium; phenanthroline; alcohol oxidation; dioxygen; water;

D O I：

10.1016/j.molcata.2006.02.001

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：

An overview is presented on the performance of Pd-complexes with phenanthroline-type ligands that are highly active catalysts for alcohol oxidation in water as well as in water/polar co-solvent mixtures. The mechanistic details of this intriguingly active and stable Pd-species are summarized. The (neocuproine)Pd(OAc)(2) catalyst is unique in that it tolerates water, polar co-solvents and a wide variety of functional groups in the alcohol. Turnover frequencies of > 1500 h(-1) were achieved in the latter case and a series of alcohols was oxidized with 0.1-0.5 mol% of catalyst. (c) 2006 Elsevier B.V. All rights reserved.

引用

页码：246 / 254

页数：9

共 81 条

[1] Selective oxidation of alcohols to carbonyl compounds and carboxylic acids with platinum group metal catalysts [J].

Anderson, R ;

Griffin, K ;

Johnston, P ;

Alsters, PL .

ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (04) :517-523

[2]

ANELLI PL, 1987, J ORG CHEM, V52, P2559

[3] Selective oxidation of alcohols and aldehydes on metal catalysts [J].

Besson, M ;

Gallezot, P .

CATALYSIS TODAY, 2000, 57 (1-2) :127-141

[4] Copper-catalyzed aerobic oxidation of alcohols under fluorous biphasic conditions [J].

Betzemeier, B ;

Cavazzini, M ;

Quici, S ;

Knochel, P .

TETRAHEDRON LETTERS, 2000, 41 (22) :4343-4346

[5] A novel palladium catalyst for the synthesis of hydrogen peroxide from carbon monoxide, water and oxygen [J].

Bianchi, D ;

Bortolo, R ;

D'Aloisio, R ;

Ricci, M .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1999, 150 (1-2) :87-94

[6]

Bianchi D, 1999, ANGEW CHEM INT EDIT, V38, P706, DOI 10.1002/(SICI)1521-3773(19990301)38:5<706::AID-ANIE706>3.0.CO

[7]

2-G

[8] HOMOGENEOUS CATALYTIC-OXIDATION OF SECONDARY ALCOHOLS TO KETONES BY MOLECULAR-OXYGEN UNDER MILD CONDITIONS [J].

BLACKBURN, TF ;

SCHWARTZ, J .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (05) :157-158

[9] Production of hydrogen peroxide from oxygen and alcohols, catalyzed by palladium complexes [J].

Bortolo, R ;

Bianchi, D ;

D'Aloisio, R ;

Querci, C ;

Ricci, M .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2000, 153 (1-2) :25-29

[10] Transition metal complexes with sterically demanding ligands. I. Synthesis and X-ray crystal structure of 1,5-cyclooctadiene palladium methyl triflate, (COD)Pd(Me)(OTf) and its cationic penta-coordinate adducts with sterically demanding 2,9-diaryl-substituted 1,10-phenanthroline ligands [J].

Burger, P ;

Baumeister, JM .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 575 (02) :214-222

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