Enantioselective hydrogenation of alpha,beta-unsaturated acids. Substrate-modifier interaction over cinchonidine modified Pd/Al2O3

被引：95

作者：

Borszeky, K ^{[1
]}

Mallat, T ^{[1
]}

Baiker, A ^{[1
]}

机构：

[1] ETH ZENTRUM, SWISS FED INST TECHNOL, DEPT CHEM ENGN & IND CHEM, CH-8092 ZURICH, SWITZERLAND

来源：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 22期

关键词：

D O I：

10.1016/S0957-4166(97)00526-0

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

X-Ray diffraction, IR measurements and catalytic hydrogenation of various substituted acrylic acids in apolar solvents, as well as molecular modelling provide new insight into the nature of the cinchonidine-substrate interaction and a general rule to predict the major enantiomer. (C) 1997 Elsevier Science Ltd.

引用

页码：3745 / 3753

页数：9

共 35 条

[11] ASYMMETRIC SYNTHESIS OF HYDRATROPIC ACID AND AMINO-ACIDS BY HOMOGENEOUS CATALYTIC HYDROGENATION [J].

DANG, TP ;

KAGAN, HB .

JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (10) :481-&

[12] COMPETITIVE C=C AND C=O ADSORPTION OF ALPHA-BETA-UNSATURATED ALDEHYDES ON PT AND PD SURFACES IN RELATION WITH THE SELECTIVITY OF HYDROGENATION REACTIONS - A THEORETICAL APPROACH [J].

DELBECQ, F ;

SAUTET, P .

JOURNAL OF CATALYSIS, 1995, 152 (02) :217-236

[13]

GALLAGHE.G, 1974, SYNTHESIS-STUTTGART, P122

[14] THE INFRA-RED ABSORPTION BANDS ASSOCIATED WITH THE COOH AND COOD GROUPS IN DIMERIC CARBOXYLIC ACIDS .1. THE REGION FROM 1500 TO 500 CM-1 [J].

HADZI, D ;

SHEPPARD, N .

PROCEEDINGS OF THE ROYAL SOCIETY OF LONDON SERIES A-MATHEMATICAL AND PHYSICAL SCIENCES, 1953, 216 (1125) :247-266

[15]

Hall TJ, 1996, STUD SURF SCI CATAL, V101, P221

[16] ACID-CATALYZED REARRANGEMENTS OF VINYLKETENE-CYCLOPENTADIENE ADDUCTS [J].

HUSTON, R ;

REY, M ;

DREIDING, AS .

HELVETICA CHIMICA ACTA, 1982, 65 (05) :1563-1575

[17]

KAGAN HB, 1988, B SOC CHIM FR, P846

[18] STRUCTURE AND MOLECULAR CHIRALITY OF THE ACETONITRILE ADDUCT OF THE 2/1 SALT OF QUINIDINE WITH BIPHENYL 5,5'-DINITRO-2,2'-DICARBOXYLIC ACID (5,5'-DINITRODIPHENIC ACID) [J].

KUBICKI, M ;

BOROWIAK, T ;

GAWRON, M .

JOURNAL OF CRYSTALLOGRAPHIC AND SPECTROSCOPIC RESEARCH, 1992, 22 (02) :205-211

[19] STRUCTURE AND MOLECULAR CHIRALITY OF THE 2-1 SALT OF QUININE WITH BIPHENYL 2,2'-DICARBOXYLIC ACID (DIPHENIC ACID) [J].

KUBICKI, M ;

BOROWIAK, T ;

GAWRON, M ;

GIEL, M ;

GAWRONSKI, J .

JOURNAL OF CRYSTALLOGRAPHIC AND SPECTROSCOPIC RESEARCH, 1990, 20 (05) :447-455

[20]

Lin-Vien D., 1991, The Handbook of Infrared and Raman Characteristic Frequencies of Organic Molecules

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