HYDROCARBONYLATION OF 2-PROPEN-1-OL CATALYZED BY TRIETHYLPHOSPHINE RHODIUM COMPLEXES - FORMATION OF 1,4-BUTANEDIOL AND MECHANISTIC STUDIES

被引：11

作者：

SIMPSON, MC ^{[1
]}

PORTEOUS, K ^{[1
]}

MACDOUGALL, JK ^{[1
]}

COLEHAMILTON, DJ ^{[1
]}

机构：

[1] UNIV ST ANDREWS,DEPT CHEM,ST ANDREWS KY16 9ST,FIFE,SCOTLAND

来源：

POLYHEDRON | 1993年 / 12卷 / 23期

关键词：

D O I：

10.1016/S0277-5387(00)80072-8

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

In ethanol in the presence of [Rh2(OAc)4] and PEt3, 2-propen-1-ol (allyl alcohol) is hydrocarbonylated to a mixture of 1,4-butanediol and 2-methylpropanol; labelling and other studies indicate a mechanism for the formation of 2-methylpropanol in which key steps include protonation of an acyl intermediate by the solvent, dehydration of a bound hydroxycarbene intermediate, formation of a vinyl alcohol ria an eta(1-3) allyl intermediate, tautomerization of the vinyl alcohol and hydrogenation of the 2-methylpropanal so formed.

引用

页码：2883 / 2886

页数：4

共 6 条

[1] HOMOGENEOUS CATALYSIS - CATALYTIC PRODUCTION OF SIMPLE ENOLS [J].

BERGENS, SH ;

BOSNICH, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (03) :958-967

[2]

BROWNSTEIN AM, 1991, CHEMTECH, V21, P506

[3] SIMPLE ENOLS .2. KINETICS AND MECHANISM OF THE KETONIZATION OF VINYL ALCOHOL [J].

CAPON, B ;

ZUCCO, C .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (26) :7567-7572

[4] DIRECT FORMATION OF ALCOHOLS IN HOMOGENEOUS HYDROFORMYLATION CATALYZED BY RHODIUM COMPLEXES [J].

MACDOUGALL, JK ;

COLEHAMILTON, DJ .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (02) :165-167

[5] METAL HYDROXYCARBENE-LIKE INTERMEDIATES IN THE HYDROCARBONYLATION OF ALKENES TO ALCOHOLS CATALYZED BY RHODIUM COMPLEXES [J].

MACDOUGALL, JK ;

SIMPSON, MC ;

COLEHAMILTON, DJ .

POLYHEDRON, 1993, 12 (23) :2877-2881

[6]

SMITH WE, 1978, Patent No. 27558473

← 1 →