Methyltrioxorhenium-catalysed epoxidation of alkenes in trifluoroethanol

被引：65

作者：

van Vliet, MCA ^{[1
]}

Arends, IWCE ^{[1
]}

Sheldon, RA ^{[1
]}

机构：

[1] Delft Univ Technol, Organ Chem & Catalysis Lab, NL-2628 BL Delft, Netherlands

来源：

CHEMICAL COMMUNICATIONS | 1999年 / 09期

关键词：

D O I：

10.1039/a902133g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The well known methyltrioxorhenium-catalysed epoxidation of alkenes with aqueous H2O2 is significantly improved by conducting the epoxidation in trifluoroethanol; excellent reaction rates and yields can be obtained for a variety of (terminal) alkenes with only 0.1 mol% of catalyst.

引用

页码：821 / 822

页数：2

共 18 条

[1] SYNERGISTIC EFFECT OF LIPOPHILIC CARBOXYLIC-ACIDS AND HETEROCYCLIC AXIAL LIGANDS IN ALKENE EPOXIDATION BY HYDROGEN-PEROXIDE CATALYZED BY MANGANESE(III) TETRA-ARYL PORPHYRINS [J].

ANELLI, PL ;

BANFI, S ;

MONTANARI, F ;

QUICI, S .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (12) :779-780

[2] EPOXIDATION OF LOWER OLEFINS WITH HYDROGEN-PEROXIDE AND TITANIUM SILICALITE [J].

CLERICI, MG ;

INGALLINA, P .

JOURNAL OF CATALYSIS, 1993, 140 (01) :71-83

[3] A simple and efficient method for epoxidation of terminal alkenes [J].

Coperet, C ;

Adolfsson, H ;

Sharpless, KB .

CHEMICAL COMMUNICATIONS, 1997, (16) :1565-1566

[4] Epoxidation of terminal or electron-deficient olefins with H2O2, catalysed by Mn-trimethyltriazacyclonane complexes in the presence of an oxalate buffer [J].

De Vos, DE ;

Sels, BF ;

Reynaers, M ;

Rao, YVS ;

Jacobs, PA .

TETRAHEDRON LETTERS, 1998, 39 (20) :3221-3224

[5] Highly selective epoxidation of alkenes and styrenes with H2O2 and manganese complexes of the cyclic triamine 1,4,7-trimethyl-1,4,7-triazacyclononane [J].

DeVos, D ;

Bein, T .

CHEMICAL COMMUNICATIONS, 1996, (08) :917-918

[6]

Herrmann W. A., 1991, ANGEW CHEM, V103, P1706

[7]

Herrmann W.A., 1989, [No title captured], Patent No. [3902357, DE 3902357]

[8] Methyltrioxorhenium/pyrazole - A highly efficient catalyst for the epoxidation of olefins [J].

Herrmann, WA ;

Kratzer, RM ;

Ding, H ;

Thiel, WR ;

Glas, H .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1998, 555 (02) :293-295

[9] MULTIPLE BONDS BETWEEN MAIN-GROUP ELEMENTS AND TRANSITION-METALS .125. ALKYLRHENIUM OXIDES AS HOMOGENEOUS EPOXIDATION CATALYSTS - ACTIVITY, SELECTIVITY, STABILITY, DEACTIVATION [J].

HERRMANN, WA ;

FISCHER, RW ;

RAUCH, MU ;

SCHERER, W .

JOURNAL OF MOLECULAR CATALYSIS, 1994, 86 (1-3) :243-266

[10] HYDROGEN-PEROXIDE OXIDATION CATALYZED BY HETEROPOLY ACIDS COMBINED WITH CETYLPYRIDINIUM CHLORIDE - EPOXIDATION OF OLEFINS AND ALLYLIC ALCOHOLS, KETONIZATION OF ALCOHOLS AND DIOLS, AND OXIDATIVE CLEAVAGE OF 1,2-DIOLS AND OLEFINS [J].

ISHII, Y ;

YAMAWAKI, K ;

URA, T ;

YAMADA, H ;

YOSHIDA, T ;

OGAWA, M .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (15) :3587-3593

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