Synthesis of novel (NHC)Pd(acac)Cl complexes (acac= acetylacetonate) and their activity in cross-coupling reactions

被引：95

作者：

Navarro, O

Marion, N

Scott, NM

González, J

Amoroso, D

Bell, A

Nolan, SP

机构：

[1] Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA

[2] Promerus LLC, Brecksville, OH 44141 USA

来源：

TETRAHEDRON | 2005年 / 61卷 / 41期

基金：

美国国家科学基金会;

关键词：

N-heterocyclic carbenes; palladium; aryl amination; ketone arylation;

D O I：

10.1016/j.tet.2005.06.081

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis and characterization of two new complexes (IPr)Pd(acac)(2) (1) and (IPr)Pd(acac)CI (2) (IPr=(N,N'-bis(2,6-diisopropylphenyl)imidazol)-2-ylidene, acac = acetylacetonate) are described. Complex 2 can be prepared in a one-pot protocol in high yield. A study detailing the versatility of 2 to effectively catalyze a series of cross-coupling reactions is discussed. (c) 2005 Elsevier Ltd. All rights reserved.

引用

收藏

页码：9716 / 9722

页数：7

相关论文

共 57 条

[21] General and efficient catalytic amination of aryl chlorides using a palladium/bulky nucleophilic carbene system [J].

Huang, J ;

Grasa, G ;

Nolan, SP .

ORGANIC LETTERS, 1999, 1 (08) :1307-1309

[22] Efficient cross-coupling of aryl chlorides with aryl grignard reagents (Kumada reaction) mediated by a palladium/imidazolium chloride system [J].

Huang, JK ;

Nolan, SP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (42) :9889-9890

[23] Shape- and enantioselective interaction of Ru(II)/Co(III) polypyridyl complexes with DNA [J].

Ji, LN ;

Zou, XH ;

Liu, JG .

COORDINATION CHEMISTRY REVIEWS, 2001, 216 :513-536

[24] TERMINAL-CARBON-BONDED PALLADIUM(II) COMPLEXES OF ACETYLACETONE [J].

KANDA, Z ;

NAKAMURA, Y ;

KAWAGUCHI, S .

CHEMISTRY LETTERS, 1976, (03) :199-200

[25] ETA-3 AND ETA-1 TERMINAL-CARBON-BONDED COMPLEXES OF 2,4-PENTANEDIONE WITH PALLADIUM(II) [J].

KANDA, Z ;

NAKAMURA, Y ;

KAWAGUCHI, S .

INORGANIC CHEMISTRY, 1978, 17 (04) :910-914

[26]

KATRITZKY AB, 1995, ORGANIC FUNCTIONAL G, V2, P30

[27] VARIETY IN THE COORDINATION MODES OF BETA-DICARBONYL COMPOUNDS IN METAL-COMPLEXES [J].

KAWAGUCHI, S .

COORDINATION CHEMISTRY REVIEWS, 1986, 70 :51-84

[28] Simple, highly active palladium catalysts for ketone and malonate arylation: Dissecting the importance of chelation and steric hindrance [J].

Kawatsura, M ;

Hartwig, JF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (07) :1473-1478

[29] Efficient cross-coupling reactions of aryl chlorides and bromides with phenyl- or vinyltrimethoxysilane mediated by a palladium/imidazolium chloride system [J].

Lee, HM ;

Nolan, SP .

ORGANIC LETTERS, 2000, 2 (14) :2053-2055

[30] CONDITIONS OF SALT FORMATION IN POLYAMINES AND KINDRED COMPOUNDS - SALT FORMATION IN THE TERTIARY 2-PYRIDYLAMINES, PHOSPHINES AND ARSINES [J].

MANN, FG ;

WATSON, J .

JOURNAL OF ORGANIC CHEMISTRY, 1948, 13 (04) :502-531

← 1 2 3 4 5 6 →