Ruthenium-Catalyzed β-Alkylation of Secondary Alcohols with Primary Alcohols

被引：66

作者：

Cheung, Hung Wai ^{[1
]}

Lee, Ting Yan ^{[1
]}

Lui, Ho Yin ^{[1
]}

Yeung, Chi Hung ^{[1
]}

Lau, Chak Po ^{[1
]}

机构：

[1] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Kowloon, Hong Kong, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2008年 / 350卷 / 18期

关键词：

alkylation; cyclopentadienyl complexes; hydrotris(pyrazolyl)borato complexes; primary alcohols; ruthenium; secondary alcohols;

D O I：

10.1002/adsc.200800474

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Cyclopentadienyl (Cp), hydrotris(pyrazolyl)borato (Tp), and bipyridine ruthenium complexes were found to be active catalysts for the beta-alkylation of secondary alcohols with primary alcohols. Mechanistic aspects of the Cp and Tp complexes-catalyzed reactions were investigated; the crucial hydrido complexes were identified. Carbonyl complexes resulting from aldehyde decarbonylation were formed in some cases, and surprisingly, they were also found to be active for the catalytic processes.

引用

页码：2975 / 2983

页数：9

共 31 条

[1] Oxidant-free oxidation: ruthenium catalysed dehydrogenation of alcohols [J].

Adair, GRA ;

Williams, JMJ .

TETRAHEDRON LETTERS, 2005, 46 (47) :8233-8235

[2] RUTHENATETRABORANES - SYNTHESIS OF [RU(B3H8)(PPH3)(HB(PZ)3)] AND CRYSTAL-STRUCTURE OF [RUCL(PPH3)2(HB(PZ)3)] (PZ = PYRAZOL-1-YL) [J].

ALCOCK, NW ;

BURNS, ID ;

CLAIRE, KS ;

HILL, AF .

INORGANIC CHEMISTRY, 1992, 31 (13) :2906-2908

[3] CYCLOPENTADIENYL-RUTHENIUM AND CYCLOPENTADIENYL-OSMIUM CHEMISTRY .7. COMPLEXES CONTAINING NITRILES, TERTIARY PHOSPHINES OR PHOSPHITES FORMED BY ADDITION OR DISPLACEMENT-REACTIONS [J].

ASHBY, GS ;

BRUCE, MI ;

TOMKINS, IB ;

WALLIS, RC .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1979, 32 (05) :1003-1016

[4] SOME "ETA-5-CYCLOPENTADIENYLRUTHENIUM(II) COMPLEXES CONTAINING TRIPHENYLPHOSPHINE [J].

BRUCE, MI ;

HAMEISTER, C ;

SWINCER, AG ;

WALLIS, RC .

INORGANIC SYNTHESES, 1982, 21 :78-84

[5] Catalytic ionic Hydrogenations [J].

Bullock, RM .

CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (10) :2366-2374

[6] Preparation, X-ray structure, and reactivity of an osmium-hydroxo complex stabilized by an N-heterocyclic carbene ligand:: A base-free catalytic precursor for hydrogen transfer from 2-propanol to aldehydes [J].

Castarlenas, Ricardo ;

Esteruelas, Miguel A. ;

Onate, Enrique .

ORGANOMETALLICS, 2008, 27 (13) :3240-3247

[7] Synthesis of alkyl- and aryl[hydrotris(pyrazolyl)borato]carbonylruthenium complexes by decarbonylation of alcohols. Synthesis of TpRuH(H-2)(PPh(3)) [Tp equals hydrotris(pyrazolyl)borate], an observable intermediate in the decarbonylation reaction [J].

Chen, YZ ;

Chan, WC ;

Lau, CP ;

Chu, HS ;

Lee, HL ;

Jia, GC .

ORGANOMETALLICS, 1997, 16 (06) :1241-1246

[8] Ruthenium-catalyzed one-pot β-alkylation of secondary alcohols with primary alcohols [J].

Cho, CS ;

Kim, BT ;

Kim, HS ;

Kim, TJ ;

Shim, SC .

ORGANOMETALLICS, 2003, 22 (17) :3608-3610

[9] Degradation of the first-generation Grubbs metathesis catalyst with primary alcohols, water, and oxygen. Formation and catalytic activity of ruthenium(II) monocarbonyl species [J].

Dinger, MB ;

Mol, JC .

ORGANOMETALLICS, 2003, 22 (05) :1089-1095

[10] 5-COORDINATE AND 6-COORDINATE HYDRIDO(CARBONYL)-RUTHENIUM(II) AND OSMIUM(II) COMPLEXES CONTAINING TRIISOPROPYLPHOSPHINE AS LIGAND [J].

ESTERUELAS, MA ;

WERNER, H .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1986, 303 (02) :221-231

← 1 2 3 4 →