Palladium NCN and CNC pincer complexes as exceptionally active catalysts for aerobic oxidation in sustainable media

被引：81

作者：

Urgoitia, Garazi ^{[1
]}

SanMartin, Raul ^{[1
]}

Teresa Herrero, Maria ^{[1
]}

Dominguez, Esther ^{[1
]}

机构：

[1] Euskal Herriko Unibertsitatea, Zientzia & Teknol Fak, Bilbao 48080, Spain

来源：

GREEN CHEMISTRY | 2011年 / 13卷 / 08期

关键词：

SECONDARY ALCOHOLS; HOMOGENEOUS CATALYSTS; SELECTIVE OXIDATION; HIGHLY EFFICIENT; MOLECULAR-OXYGEN; ALDEHYDES; KETONES; SYSTEM; SUZUKI; COUPLINGS;

D O I：

10.1039/c1gc15390k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The oxidation of secondary benzyl alcohols is catalyzed by two palladacycles at atmospheric pressure in PEG-400, a sustainable reaction media. Recycling of the active catalytic species is performed up to the 5th run, and catalyst loadings decreased down to 10(-8) mol%, thus achieving unprecedented TON and TOF values. In addition, the same conditions proved to be effective for the aerobic oxidation of benzyl methylene compounds, a scarcely explored process by palladium catalysts.

引用

页码：2161 / 2166

页数：6

共 53 条

[1] Palladium-neocuproine catalyzed aerobic oxidation of alcohols in aqueous solvents [J].

Arends, IWCE ;

ten Brink, GJ ;

Sheldon, RA .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 251 (1-2) :246-254

[2] Kinetics of catalytic oxidation of benzoin to benzil by alumina supported active MnO2 [J].

Azizian, S. ;

Eftekhari-Bafrooei, A. ;

Bashiri, H. .

KINETICS AND CATALYSIS, 2010, 51 (02) :244-249

[3] Pd(II)-biquinoline catalyzed aerobic oxidation of alcohols in water [J].

Buffin, BP ;

Clarkson, JP ;

Belitz, NL ;

Kundu, A .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 225 (01) :111-116

[4] Efficient Mn-Cu and Mn-Co-TEMPO-catalysed oxidation of alcohols into aldehydes and ketones by oxygen under mild conditions [J].

Cecchetto, A ;

Fontana, F ;

Minisci, F ;

Recupero, F .

TETRAHEDRON LETTERS, 2001, 42 (38) :6651-6653

[5] Oxidation of alkynes using PdCl2/CuCl2 in PEG as a recyclable catalytic system: one-pot synthesis of quinoxalines [J].

Chandrasekhar, S. ;

Reddy, N. Kesava ;

Kumar, V. Praveen .

TETRAHEDRON LETTERS, 2010, 51 (28) :3623-3625

[6] Polyethylene glycol and solutions of polyethylene glycol as green reaction media [J].

Chen, J ;

Spear, SK ;

Huddleston, JG ;

Rogers, RD .

GREEN CHEMISTRY, 2005, 7 (02) :64-82

[7] PCP-bis(phosphinite) pincer complexes:: new homogeneous catalysts for α-arylation of ketones [J].

Churruca, F ;

SanMartin, R ;

Tellitu, I ;

Domínguez, E .

TETRAHEDRON LETTERS, 2006, 47 (19) :3233-3237

[8] N-heterocyclic NCN-pincer palladium complexes:: A source for general, highly efficient catalysts in Heck, Suzuki, and Sonogashira coupling reactions [J].

Churruca, F ;

SanMartin, R ;

Tellitu, I ;

Domínguez, E .

SYNLETT, 2005, (20) :3116-3120

[9] Hydrophilic CNC-pincer palladium complexes:: A source for highly efficient, recyclable homogeneous catalysts in Suzuki-Miyaura cross-coupling [J].

Churruca, Fatima ;

SanMartin, Raul ;

Ines, Blanca ;

Tellitu, Imanol ;

Dominguez, Esther .

ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (14) :1836-1840

[10] READILY ACCESSIBLE 12-I-5 OXIDANT FOR THE CONVERSION OF PRIMARY AND SECONDARY ALCOHOLS TO ALDEHYDES AND KETONES [J].

DESS, DB ;

MARTIN, JC .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (22) :4155-4156

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