The heck reaction as a sharpening stone of palladium catalysis

被引：3843

作者：

Beletskaya, IP ^{[1
]}

Cheprakov, AV ^{[1
]}

机构：

[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia

来源：

CHEMICAL REVIEWS | 2000年 / 100卷 / 08期

关键词：

D O I：

10.1021/cr9903048

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

This review covers the different aspects of Heck chemistry. The review consistently tries to elucidate and discuss everything that makes Heck chemistry so flexible, expandable, adaptable, and upredictable. For simplicity purposes, several schemes are given that demonstrate the major steps of the Heck catalytic cycle.

引用

页码：3009 / 3066

页数：58

共 417 条

[1] Asymmetric arylation of ketone enolates [J].

Ahman, J ;

Wolfe, JP ;

Troutman, MV ;

Palucki, M ;

Buchwald, SL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (08) :1918-1919

[2]

AKITA Y, 1989, CHEM PHARM BULL, V37, P1477

[3] ARYLATION AND ALKYLATION OF OLEFINS BY ARYLAMINES OR HYDRAZINES VIA CARBON-NITROGEN BOND-CLEAVAGE IN THE PRESENCE OF PALLADIUM(II) SALTS [J].

AKIYAMA, F ;

MIYAZAKI, H ;

KANEDA, K ;

TERANISHI, S ;

FUJIWARA, Y ;

ABE, M ;

TANIGUCHI, H .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (12) :2359-2361

[4] Bonding modes in palladium(II) enolates:: Consequences for dynamic behavior and reactivity [J].

Albéniz, AC ;

Catalina, NM ;

Espinet, P ;

Redón, R .

ORGANOMETALLICS, 1999, 18 (26) :5571-5576

[5] Cyclization versus Pd-H elimination-readdition: Skeletal rearrangement of the products of Pd-C6F5 addition to 1,4-pentadienes [J].

Albeniz, AC ;

Espinet, P ;

Lin, YS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (30) :7145-7152

[6] REGIOSELECTIVITY OF THE INSERTION OF DIENES INTO PD-R BONDS - DIASTEREOSELECTION IN THE ISOMERIZATION OF AN (ETA(1)-ETA(2)-ENYL)PALLADIUM COMPLEX TO AN (ETA(3)-ALLYL)PALLADIUM COMPLEX [J].

ALBENIZ, AC ;

ESPINET, P ;

LIN, YS .

ORGANOMETALLICS, 1995, 14 (06) :2977-2986

[7] On C-C coupling by carbene-stabilized palladium catalysts: A density functional study of the Heck reaction [J].

Albert, K ;

Gisdakis, P ;

Rosch, N .

ORGANOMETALLICS, 1998, 17 (08) :1608-1616

[8] Orthopalladated triarylphosphite complexes as highly efficient catalysts in the Heck reaction [J].

Albisson, DA ;

Bedford, RB ;

Scully, PN .

TETRAHEDRON LETTERS, 1998, 39 (52) :9793-9796

[9] Unexpected bell-shaped effect of the ligand on the rate of the oxidative addition to palladium(0) complexes generated in situ from mixtures of Pd(dba)2 and para-substituted triarylphosphines [J].

Amatore, C ;

Jutand, A ;

Meyer, G .

INORGANICA CHIMICA ACTA, 1998, 273 (1-2) :76-84

[10]

Amatore C, 1996, NEW J CHEM, V20, P1143

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