Convenient and improved protocols for the hydrogenation of esters using Ru catalysts derived from (P,P), (P,N,N) and (P,N,O) ligands

被引：38

作者：

Carpenter, Ian ^{[1
]}

Eckelmann, Susan C. ^{[2
]}

Kuntz, Michael T. ^{[2
]}

Fuentes, Jose A. ^{[1
]}

France, Marcia B. ^{[2
]}

Clarke, Matthew L. ^{[1
]}

机构：

[1] Univ St Andrews, Sch Chem, EaStCHEM, St Andrews, Fife, Scotland

[2] Washington & Lee Univ, Dept Chem, Lexington, VA 24450 USA

来源：

DALTON TRANSACTIONS | 2012年 / 41卷 / 34期

基金：

英国工程与自然科学研究理事会;

关键词：

ASYMMETRIC HYDROGENATION; RUTHENIUM COMPLEX; REDUCTION; ALCOHOLS; KETONES; ENANTIOSELECTIVITY;

D O I：

10.1039/c2dt30973d

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

An improved protocol where a pre-cursor, [Ru(Cl)(2)(NBD)-(Py)(2)], is treated with ligands to form [RuCl2(bidentate ligand)(diamine)] pre-catalysts for ester hydrogenation is reported. This family of catalysts, as well as a range of ruthenium complexes of tridentate P boolean AND N boolean AND X (X = NR2, OH) ligands have been investigated in the hydrogenation of aromatic esters. A range of aromatic esters can be hydrogenated in high yields at temperatures between 30 degrees C and 100 degrees C.

引用

页码：10136 / 10140

页数：5

共 33 条

[1] Solvent applications of 2-methyltetrahydrofuran in organometallic and biphasic reactions [J].

Aycock, David F. .

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2007, 11 (01) :156-159

[2] Efficient hydrogenation of biomass-derived cyclic di-esters to 1,2-diols [J].

Balaraman, Ekambaram ;

Fogler, Eran ;

Milstein, David .

CHEMICAL COMMUNICATIONS, 2012, 48 (08) :1111-1113

[3] A tripodal sulfur ligand for the selective ruthenium-catalysed hydrogenation of dimethyl oxalate [J].

Boardman, Brian ;

Hanton, Martin J. ;

van Rensburg, Hendrik ;

Tooze, Robert P. .

CHEMICAL COMMUNICATIONS, 2006, (21) :2289-2291

[4]

Clarke M.L., 2007, HDB HOMOGENEOUS HYDR

[5] Hydrogenation of aldehydes, esters, imines, and ketones catalyzed by a ruthenium complex of a chiral tridentate ligand [J].

Clarke, Matthew L. ;

Diaz-Valenzuela, M. Belen ;

Slawin, Alexandra M. Z. .

ORGANOMETALLICS, 2007, 26 (01) :16-19

[6] Zinc-Catalyzed Chemoselective Reduction of Esters to Alcohols [J].

Das, Shoubhik ;

Moeller, Konstanze ;

Junge, Kathrin ;

Beller, Matthias .

CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (27) :7414-7417

[7] Enantioselective Hydrogenation and Transfer Hydrogenation of Bulky Ketones Catalysed by a Ruthenium Complex of a Chiral Tridentate Ligand [J].

Diaz-Valenzuela, M. Belen ;

Phillips, Scott D. ;

France, Marcia B. ;

Gunn, Mary E. ;

Clarke, Matthew L. .

CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (05) :1227-1232

[8] New CNN-Type Ruthenium Pincer NHC Complexes. Mild, Efficient Catalytic Hydrogenation of Esters [J].

Fogler, Eran ;

Balaraman, Ekambaram ;

Ben-David, Yehoshua ;

Leitus, Gregory ;

Shimon, Linda J. W. ;

Milstein, David .

ORGANOMETALLICS, 2011, 30 (14) :3826-3833

[9] Polymer precursors from catalytic reactions of natural oils [J].

Furst, Marc R. L. ;

Le Goff, Ronan ;

Quinzler, Dorothee ;

Mecking, Stefan ;

Botting, Catherine H. ;

Cole-Hamilton, David J. .

GREEN CHEMISTRY, 2012, 14 (02) :472-477

[10] Ruthenium-catalysed hydrogenation of esters using tripodal phosphine ligands [J].

Hanton, Martin J. ;

Tin, Sergey ;

Boardman, Brian. ;

Miller, Philip .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2011, 346 (1-2) :70-78

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