Catalytic dehalogenation of aryl chlorides mediated by ruthenium(II) phosphine complexes

被引：68

作者：

Cucullu, ME

Nolan, SP

Belderrain, TR

Grubbs, RH ^{[1
]}

机构：

[1] CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Lab Chem Synth, Pasadena, CA 91125 USA

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

来源：

ORGANOMETALLICS | 1999年 / 18卷 / 07期

关键词：

D O I：

10.1021/om980682n

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The catalytic dechlorination of aryl chlorides performed by RuHCl(H-2)(2)(PCy3)(2) and RuH2(H-2)(2)(PCy3)(2) in alcohols is rapid and complete within 1 h. The mechanism involves a transfer hydrogenation step with participation of the alcohol. The system exhibits significant functional group tolerance. The catalyst can be generated in situ from [RuCl2(COD)](x) (COD = cyclooctadiene) and 2 equiv of phosphine (PCy3 or (PPr3)-Pr-i). Catalytic conversions are similar to those observed when an isolated precatalyst is used. Mechanistic considerations and the scope of the process are discussed.

引用

收藏

页码：1299 / 1304

页数：6

相关论文

共 35 条

[1] ALUMINUM ISOPROPOXIDE-TFA, A MODIFIED CATALYST FOR HIGHLY ACCELERATED MEERWEIN-PONNDORF-VERLEY (MPV) REDUCTION [J].

AKAMANCHI, KG ;

VARALAKSHMY, NR .

TETRAHEDRON LETTERS, 1995, 36 (20) :3571-3572

[2] (ETA-4-1,5-CYCLOOCTADIENE)RUTHENIUM(II) COMPLEXES [J].

ALBERS, MO ;

ASHWORTH, TV ;

OOSTHUIZEN, HE ;

SINGLETON, E ;

MEROLA, JS ;

KACMARCIK, RT .

INORGANIC SYNTHESES, 1989, 26 :68-77

[3] THE HOMOGENEOUS HYDROGENATION OF ALKYNES AND ALKENES CATALYZED BY THE CATIONIC RUTHENIUM(II) PHOSPHINE COMPLEX [RUH(DPPB)2]PF6 [J].

ALBERS, MO ;

SINGLETON, E ;

VINEY, MM .

JOURNAL OF MOLECULAR CATALYSIS, 1985, 33 (01) :77-82

[4]

[Anonymous], 1974, CHEM PCBS

[5]

BEATTY RP, 1996, Patent No. 5444778

[6] Reaction between ruthenium(0) complexes and dihalo compounds. A new method for the synthesis of ruthenium olefin metathesis catalysts [J].

Belderrain, TR ;

Grubbs, RH .

ORGANOMETALLICS, 1997, 16 (18) :4001-4003

[7] Transfer hydrodehalogenation of organic halides catalyzed by water soluble ruthenium(II) phosphine complexes [J].

Benyei, AC ;

Lehel, S ;

Joo, F .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1997, 116 (03) :349-354

[8] CHEMOSELECTIVE HYDROGEN-TRANSFER REDUCTION OF ALPHA,BETA-UNSATURATED KETONES CATALYZED BY ISOSTRUCTURAL IRON(II), RUTHENIUM(II), AND OSMIUM(II) CIS HYDRIDE ETA(2)-DIHYDROGEN COMPLEXES [J].

BIANCHINI, C ;

FARNETTI, E ;

GRAZIANI, M ;

PERUZZINI, M ;

POLO, A .

ORGANOMETALLICS, 1993, 12 (09) :3753-3761

[9] MGH2 AS A REDUCING AGENT .2. REDUCTION OF ORGANIC HALIDES IN PRESENCE OF NI(O) AND PD(O) COMPLEXES [J].

CARFAGNA, C ;

MUSCO, A ;

PONTELLINI, R ;

TERZONI, G .

JOURNAL OF MOLECULAR CATALYSIS, 1989, 54 (02) :L23-L26

[10] FORMATION OF HYDRIDO- + CARBONYL COMPLEXES OF RUTHENIUM BY REACTION OF CERTAIN OF ITS COMPLEXES WITH ALCOHOLS [J].

CHATT, J ;

SHAW, BL ;

FIELD, AE .

JOURNAL OF THE CHEMICAL SOCIETY, 1964, (SEP) :3466-&

← 1 2 3 4 →