An excellent nickel boride catalyst for the cis-selective semihydrogenation of acetylenes

被引:57
作者
Choi, JS [1 ]
Yoon, NM [1 ]
机构
[1] SOGANG UNIV,DEPT CHEM,SEOUL 121742,SOUTH KOREA
关键词
D O I
10.1016/0040-4039(95)02347-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Internal alkynes were hydrogenated quantitatively to the corresponding cis-alkenes over nickel boride (Ni2B), prepared on borohydride exchange resin (BER) in methanol under hydrogen atmosphere. Further hydrogenation was very slow under the reaction conditions, and pure cis-alkenes were conveniently isolated in excellent yields. Hydroxy and ester functional groups did not interfere with the semihydrogenation.
引用
收藏
页码:1057 / 1060
页数:4
相关论文
共 18 条
[1]   THE SYNTHESIS OF LEUKOTRIENES - A NEW CLASS OF BIOLOGICALLY-ACTIVE COMPOUNDS INCLUDING SRS-A [J].
ACKROYD, J ;
SCHEINMANN, F .
CHEMICAL SOCIETY REVIEWS, 1982, 11 (03) :321-370
[2]  
BARTLETT PA, 1980, TETRAHEDRON, V36, P3
[3]   P-2-NICKEL CATALYST WITH ETHYLENEDIAMINE, A NOVEL SYSTEM FOR HIGHLY STEREOSPECIFIC REDUCTION OF ALKYNES TO CIS-OLEFINS [J].
BROWN, CA ;
AHUJA, VK .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1973, (15) :553-554
[4]   CATALYTIC-HYDROGENATION .6. REACTION OF SODIUM-BOROHYDRIDE WITH NICKEL SALTS IN ETHANOL SOLUTION - P-2 NICKEL, A HIGHLY CONVENIENT, NEW, SELECTIVE HYDROGENATION CATALYST WITH GREAT SENSITIVITY TO SUBSTRATE STRUCTURE [J].
BROWN, CA ;
AHUJA, VK .
JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (12) :2226-2230
[5]   REACTION OF SODIUM BOROHYDRIDE WITH NICKEL ACETATE IN ETHANOL SOLUTION-A HIGHLY SELECTIVE NICKEL HYDROGENATION CATALYST [J].
BROWN, HC ;
BROWN, CA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (07) :1005-&
[6]   ACTIVATION OF REDUCING AGENTS - SODIUM HYDRIDE CONTAINING COMPLEX REDUCING AGENTS .12. NEW CONVENIENT, HIGHLY-ACTIVE, AND SELECTIVE NICKEL HYDROGENATION CATALYSTS [J].
BRUNET, JJ ;
GALLOIS, P ;
CAUBERE, P .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (10) :1937-1945
[7]   ACTIVATION OF REDUCING AGENTS - SODIUM HYDRIDE CONTAINING COMPLEX REDUCING AGENTS .20. PDC, A NEW, VERY SELECTIVE HETEROGENEOUS HYDROGENATION CATALYST [J].
BRUNET, JJ ;
CAUBERE, P .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (21) :4058-4060
[8]   A HIGHLY SELECTIVE MONTMORILLONITE CATALYST FOR HYDROGENATION OF ALKYNES, ALKENYNES, AND ALKADIENES [J].
CHOUDARY, BM ;
VASANTHA, G ;
SHARMA, M ;
BHARATHI, P .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1989, 28 (04) :465-466
[9]  
FRIEFELDER M, 1971, PRACTICAL CATALYTIC
[10]   *EIN NEUER KATALYSATOR FUR SELEKTIVE HYDRIERUNGEN [J].
LINDLAR, H .
HELVETICA CHIMICA ACTA, 1952, 35 (02) :446-456