Synthesis of surface organopalladium intermediates in coupling reactions: The mechanistic insight

被引：38

作者：

Choudary, BM ^{[1
]}

Madhi, S

Kantam, ML

Sreedhar, B

Iwasawa, Y

机构：

[1] Indian Inst Chem Technol, Inorgan Chem Div, Hyderabad 500007, Andhra Pradesh, India

[2] Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2004年 / 126卷 / 08期

关键词：

D O I：

10.1021/ja038270f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The design and synthesis of surface transient organometallic intermediates on nanopalladium supported on layered double hydroxides is conceived and developed for the first time. The formation of only one STO intermediate in all the Heck-, Suzuki-, Sonogashira-, and Stille-type coupling reactions during their reaction sequences and the excellent isolated yields of each of the coupling products from the corresponding organometallic complexes not only validate the mechanism but also demonstrate the evolution of the single-site heterogeneous catalyst. Copyright © 2004 American Chemical Society.

引用

页码：2292 / 2293

页数：2

共 22 条

[1] Mechanistic studies on oxidative addition of aryl halides and triflates to Pd(BINAP)2 and structural characterization of the product from aryl triflate addition in the presence of amine [J].

Alcazar-Roman, LM ;

Hartwig, JF .

ORGANOMETALLICS, 2002, 21 (03) :491-502

[2] OBSERVATION OF CATALYTIC INTERMEDIATES IN THE SUZUKI REACTION BY ELECTROSPRAY MASS-SPECTROMETRY [J].

ALIPRANTIS, AO ;

CANARY, JW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (15) :6985-6986

[3] EVIDENCE OF THE FORMATION OF ZEROVALENT PALLADIUM FROM PD(OAC)2 AND TRIPHENYLPHOSPHINE [J].

AMATORE, C ;

JUTAND, A ;

MBARKI, MA .

ORGANOMETALLICS, 1992, 11 (09) :3009-3013

[4] Electrospray ionization mass spectrometry detection of intermediates in the palladium-catalyzed oxidative self-coupling of areneboronic acids [J].

Aramendía, MA ;

Lafont, F ;

Moreno-Mañas, M ;

Pleixats, R ;

Roglans, A .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (10) :3592-3594

[5]

BADAR RR, 1996, CHIMIA, V50, P99

[6] X-RAY PHOTOELECTRON-SPECTRA OF BINUCLEAR PALLADIUM-PALLADIUM-BONDED COMPLEXES AND THEIR INSERTION PRODUCTS [J].

BRANT, P ;

BENNER, LS ;

BALCH, AL .

INORGANIC CHEMISTRY, 1979, 18 (12) :3422-3427

[7] Characterization of reactive intermediates in palladium-catalyzed arylation of methyl acrylate (Heck reaction) [J].

Brown, JM ;

Hii, KK .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (06) :657-659

[8]

BURCH R, 1986, CATALYSIS, V7, P161

[9] Layered double hydroxide supported nanopalladium catalyst for Heck-, Suzuki-, Sonogashira-, and Stille-type coupling reactions of chloroarenes [J].

Choudary, BM ;

Madhi, S ;

Chowdari, NS ;

Kantam, ML ;

Sreedhar, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (47) :14127-14136

[10] Homogeneous and heterogeneous catalysis:: Bridging the gap through surface organometallic chemistry [J].

Copéret, C ;

Chabanas, M ;

Saint-Arroman, RP ;

Basset, JM .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (02) :156-181

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