Reduction of allylpalladium(II)chloride dimer by formation of allyloxysilanes

被引：12

作者：

Denmark, Scott E. ^{[1
]}

Smith, Russell C. ^{[1
]}

机构：

[1] Univ Illinois, Dept Chem, Roger Adams Lab 245, Urbana, IL 61801 USA

来源：

SYNLETT | 2006年 / 18期

关键词：

palladium; silanolate; cross-coupling; reduction; mechanism;

D O I：

10.1055/s-2006-951516

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reduction of allylpalladium(II)chloride dimer (APC) to a Pd(0) species can be effected by reaction with alkali metal silanolates. The reduction is extremely rapid in the presence of chelating bisphosphine ligands and for a variety of silanolates.

引用

页码：2921 / 2928

页数：8

共 44 条

[1] AMINATION OF PI-ALLYLPALLADIUM CHLORIDE COMPLEXES - A MECHANISTIC STUDY [J].

AKERMARK, B ;

AKERMARK, G ;

HEGEDUS, LS ;

ZETTERBERG, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (11) :3037-3040

[2]

AKERMARK B, 1987, J ORGANOMET CHEM, V335, P133

[3] DIRECT TRANSFORMATION OF ALLYLIC AND BENZYLIC ALCOHOLS OR THEIR SILYLATED DERIVATIVES INTO ORGANOLITHIUM COMPOUNDS [J].

ALONSO, E ;

GUIJARRO, D ;

YUS, M .

TETRAHEDRON, 1995, 51 (42) :11457-11464

[4] Identification of the effective palladium(0) catalytic species generated in situ from mixtures of Pd(dba)(2) and bidentate phosphine ligands. Determination of their rates and mechanism in oxidative addition [J].

Amatore, C ;

Broeker, G ;

Jutand, A ;

Khalil, F .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (22) :5176-5185

[5] 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

[6] RATES AND MECHANISM OF THE FORMATION OF ZEROVALENT PALLADIUM COMPLEXES FROM MIXTURES OF PD(OAC)(2) AND TERTIARY PHOSPHINES AND THEIR REACTIVITY IN OXIDATIVE ADDITIONS [J].

AMATORE, C ;

CARRE, E ;

JUTAND, A ;

MBARKI, MA .

ORGANOMETALLICS, 1995, 14 (04) :1818-1826

[7] Mechanistic and kinetic studies of palladium catalytic systems [J].

Amatore, C ;

Jutand, A .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 576 (1-2) :254-278

[8] The heck reaction as a sharpening stone of palladium catalysis [J].

Beletskaya, IP ;

Cheprakov, AV .

CHEMICAL REVIEWS, 2000, 100 (08) :3009-3066

[9] Palladium complexes with a new hemilabile bis(oxazoline)phenylphosphonite ligand.: Characterization of an unprecedented chloro palladium(II)-(η1-allyl) complex [J].

Braunstein, P ;

Naud, F ;

Dedieu, A ;

Rohmer, MM ;

DeCian, A ;

Rettig, SJ .

ORGANOMETALLICS, 2001, 20 (14) :2966-2981

[10] Structural and kinetic effects of chloride ions in the palladium-catalyzed allylic substitutions [J].

Cantat, T ;

Génin, E ;

Giroud, C ;

Meyer, G ;

Jutand, A .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2003, 687 (02) :365-376

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