Facile synthesis of (η5-Ph4C4COH)(CO)2RuCl and catalytic oxidation of alcohols with chloroform

被引：33

作者：

Jung, HM ^{[1
]}

Choi, JH ^{[1
]}

Lee, SO ^{[1
]}

Kim, YH ^{[1
]}

Park, JH ^{[1
]}

Park, J ^{[1
]}

机构：

[1] Pohang Univ Sci & Technol, Ctr Integrated Mol Syst, Dept Chem, Pohang 790784, South Korea

来源：

ORGANOMETALLICS | 2002年 / 21卷 / 25期

关键词：

D O I：

10.1021/om020516m

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A hydroxycyclopentadienyl ruthenium chloride, (eta(5)-Ph4C4COH)(CO)(2)RuCl (2), is formed quantitatively by heating the Shuo complex, {[(eta(5)-Ph4C4CO)](2)H}-Ru-2(CO)(4)(mu-H) (1) (1), in chloroform containing a stoichiometric amount of ethanol. Alcohols are oxidized by the use of 1 or 2 as the catalyst in chloroform with sodium carbonate. Secondary alcohols and primary diols are oxidized selectively to give ketones and lactones, respectively, in excellent yields.

引用

收藏

页码：5674 / 5677

页数：4

相关论文

共 21 条

[1] Ruthenium(II)-catalyzed Oppenauer-type oxidation of secondary alcohols [J].

Almeida, MLS ;

Beller, M ;

Wang, GZ ;

Backvall, JE .

CHEMISTRY-A EUROPEAN JOURNAL, 1996, 2 (12) :1533-1536

[2] Ruthenium-catalyzed Oppenauer-type oxidation of 3 beta-hydroxy steroids. A highly efficient entry into the steroidal hormones with 4-en-3-one functionality [J].

Almeida, MLS ;

Kocovsky, P ;

Backvall, JE .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (19) :6587-6590

[3] THE CHEMISTRY OF TETRAPHENYLCYCLOPENTADIENONE COMPLEXES OF RUTHENIUM AND RHODIUM - THE X-RAY CRYSTAL-STRUCTURE OF [RU(ETA-5-C5PH4OC(O)CH(OME)PH)(CO)2CL] [J].

BAILEY, NA ;

JASSAL, VS ;

VEFGHI, R ;

WHITE, C .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1987, (11) :2815-2822

[4] STRUCTURE OF (ETA-4-PH4C4CO)(CO)3RU - A CATALYST PRECURSOR IN H-TRANSFER AND DEHYDROGENATION REACTIONS OF ALCOHOLS [J].

BLUM, Y ;

SHVO, Y ;

CHODOSH, DF .

INORGANICA CHIMICA ACTA-ARTICLES AND LETTERS, 1985, 97 (02) :L25-L26

[5] Protonated aminocyclopentadienyl ruthenium hydride reduction of benzaldehyde and the conversion of the resulting ruthenium triflate to a ruthenium hydride with H2 and base [J].

Casey, CP ;

Vos, TE ;

Singer, SW ;

Guzei, IA .

ORGANOMETALLICS, 2002, 21 (23) :5038-5046

[6] Hydrogen transfer to carbonyls and imines from a hydroxycyclopentadienyl ruthenium hydride: Evidence for concerted hydride and proton transfer [J].

Casey, CP ;

Singer, SW ;

Powell, DR ;

Hayashi, RK ;

Kavana, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (06) :1090-1100

[7]

Choi JH, 2002, ANGEW CHEM INT EDIT, V41, P2373, DOI 10.1002/1521-3773(20020703)41:13<2373::AID-ANIE2373>3.0.CO

[8]

2-7

[9] Efficient ruthenium-catalyzed aerobic oxidation of alcohols using a biomimetic coupled catalytic system [J].

Csjernyik, G ;

Éll, AH ;

Fadini, L ;

Pugin, B ;

Bäckvall, JE .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (05) :1657-1662

[10] NOVEL PALLADIUM-CATALYZED CARBONYLATION OF ORGANIC HALIDES BY CHLOROFORM AND ALKALI [J].

GRUSHIN, VV ;

ALPER, H .

ORGANOMETALLICS, 1993, 12 (10) :3846-3850