Pd(OAc)2 without added ligand as an active catalyst for Mizoroki-Heck reaction in aqueous media

被引：42

作者：

Amini, Mojtaba ^{[1
]}

Bagherzadeh, Mojtaba ^{[2
]}

Moradi-Shoeili, Zeinab ^{[2
]}

Boghaei, Davar M. ^{[2
]}

机构：

[1] Univ Maragheh, Fac Sci, Dept Chem, Golshahr, Maragheh, Iran

[2] Sharif Univ Technol, Dept Chem, Tehran, Iran

来源：

RSC ADVANCES | 2012年 / 2卷 / 32期

关键词：

PALLADIUM NANOPARTICLES; PD(II) CATALYSIS; EFFICIENT CATALYSTS; COMPLEXES SYNTHESIS; ARYL CHLORIDES; OXYGEN; ACTIVATION; OXIDATION; ALKENES;

D O I：

10.1039/c2ra21459h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Conditions for an efficient ligand-free Heck C-C coupling reaction of aryl iodides and bromides with terminal olefins under aerobic conditions have been developed. Critical to the success of this new protocol is the use of palladium acetate as an extremely active catalyst for the Heck reaction in water and aqueous media. Both the base and the solvent were found to have a fundamental influence on the efficiency of the reaction, with K2CO3 and a mixture of (2 : 1) H2O/DMSO being the optimal base and solvent, respectively.

引用

页码：12091 / 12095

页数：5

共 55 条

[1] Facile synthesis of palladium nanoclusters and their catalytic activity in Sonogashira coupling reactions [J].

Athilakshmi, J. ;

Ramanathan, S. ;

Chand, Dillip Kumar .

TETRAHEDRON LETTERS, 2008, 49 (36) :5286-5288

[2]

Athilakshmi J, 2011, J CHEM SCI, V123, P875

[3] Palladium and copper complexes with oxygen-nitrogen mixed donors as efficient catalysts for the Heck reaction [J].

Bagherzadeh, Mojtaba ;

Amini, Mojtaba ;

Ellern, Arkady ;

Woo, L. Keith .

INORGANICA CHIMICA ACTA, 2012, 383 :46-51

[4] New 4-spiroannulated tetrahydroisoquinolines by a one-pot sequential procedure.: Isolation and characterization of σ-alkylpalladium Heck intermediates [J].

Beccalli, Egle M. ;

Broggini, Gianluigi ;

Martinelli, Michela ;

Masciocchi, Norberto ;

Sottocornola, Silvia .

ORGANIC LETTERS, 2006, 8 (20) :4521-4524

[5] σ-Alkylpalladium Intermediates in Intramolecular Heck Reactions:Isolation and Catalytic Activity [J].

Beccalli, Egle M. ;

Borsini, Elena ;

Brenna, Stefano ;

Galli, Simona ;

Rigamonti, Micol ;

Broggini, Gianluigi .

CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (05) :1670-1678

[6] N-Heterocyclic Carbenes (NHCs) Containing N-C-Palladacycle Complexes: Synthesis and Reactivity in Aryl Amination Reactions [J].

Broggi, Julie ;

Clavier, Herve ;

Nolan, Steven P. .

ORGANOMETALLICS, 2008, 27 (21) :5525-5531

[7] Intramolecular Oxidative Pd(II)-Catalyzed Alkoxylation of 3-Aza-5-alkenols with O2 as Sole Oxidant: Mild Conditions for the Synthesis of 1,4-Oxazine Derivatives [J].

Broggini, Gianluigi ;

Beccalli, Egle M. ;

Borsini, Elena ;

Fasana, Andrea ;

Zecchi, Gaetano .

SYNLETT, 2011, (02) :227-230

[8] RECENT DEVELOPMENTS AND NEW PERSPECTIVES IN THE HECK REACTION [J].

CABRI, W ;

CANDIANI, I .

ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (01) :2-7

[9] Overcoming the "Oxidant Problem": Strategies to Use O2 as the Oxidant in Organometallic C-H Oxidation Reactions Catalyzed by Pd (and Cu) [J].

Campbell, Alison N. ;

Stahl, Shannon S. .

ACCOUNTS OF CHEMICAL RESEARCH, 2012, 45 (06) :851-863

[10] Ligandless, Anionic, Arylpalladium Halide Intermediates in the Heck Reaction [J].

Carrow, Brad P. ;

Hartwig, John. F. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (01) :79-+

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