Stereoselective hydrogenation of lignin degradation model compounds

被引：35

作者：

Hu, TQ ^{[1
]}

James, BR ^{[1
]}

Rettig, SJ ^{[1
]}

Lee, CL ^{[1
]}

机构：

[1] UNIV BRITISH COLUMBIA,DEPT CHEM,VANCOUVER,BC V6T 1Z1,CANADA

来源：

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1997年 / 75卷 / 09期

关键词：

catalytic hydrogenation; diastereomer; lignin degradation model compounds; stereoselective; X-ray crystal structure;

D O I：

10.1139/v97-149

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Di-mu-chloro-bis(eta(4)-1,5-hexadiene)dirhodium(I) in a two-phase hexane-aqueous medium catalyzes the diastereoselective H-2-hydrogenation of lignin degradation model compounds 4-propylphenol, 2-methoxy-3-propylphenol, and 2,6-dimethoxy-3-propylphenol. The all-cis diastereomer is obtained selectively when the phenolic hydroxy group is protected as a methyl ether or when a model compound possessing two methoxy substituents adjacent to the phenolic hydroxy group is used. The relative stereochemistries of the hydrogenated products are established by X-ray crystal structure analysis and (or) H-1 NMR.

引用

页码：1234 / 1239

页数：6

共 29 条

[21]

PERRIN DD, 1966, PURIFICATION LABORAT

[22]

Pope M.T., 1983, HETEROPOLY ISOPOLY O

[23]

SANDERMANN JH, 1983, J APPLIED POLY SCI A, V37, P407

[24]

SCHWEERS VW, 1969, HOLZFORSCHUNG, V23, P120

[25]

SCHWEERS VW, 1974, HOLZFORSCHUNG, V28, P20

[26]

SILVERSTEIN RM, 1981, SPECTROMETRIC IDENTI, P189

[27] RAPID CHROMATOGRAPHIC TECHNIQUE FOR PREPARATIVE SEPARATIONS WITH MODERATE RESOLUTION [J].

STILL, WC ;

KAHN, M ;

MITRA, A .

JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (14) :2923-2925

[28]

Whittaker R. H., 1975, Primary Productivity of the Biosphere, P305, DOI DOI 10.1007/978-3-642-80913-2_15

[29] RHODIUM(I)-KOMPLEXE MIT MONO- UND DIOLEFINEN [J].

WINKHAUS, G ;

SINGER, H .

CHEMISCHE BERICHTE-RECUEIL, 1966, 99 (11) :3602-&

← 1 2 3 →