STUDY OF THE REACTIVITY OF CLCO(PPH3)3

被引:25
作者
RHYOO, HY [1 ]
LEE, BY [1 ]
YU, HKB [1 ]
CHUNG, YK [1 ]
机构
[1] SEOUL NATL UNIV,DEPT CHEM,SEOUL 151742,SOUTH KOREA
来源
JOURNAL OF MOLECULAR CATALYSIS | 1994年 / 92卷 / 01期
关键词
ALKYNES; CARBONYL COMPOUNDS; COBALT; OLIGOMERIZATION; PHOSPHINE COMPLEXES; REDUCTION;
D O I
10.1016/0304-5102(94)85005-4
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The catalytic activity of ClCo(PPh3)3 in oligomerization of alkynes and reduction of carbonyl compounds has been investigated. Monosubstituted alkynes with an electron withdrawing group give quantitative yields of arene derivatives when reacted with 5 mol% of ClCo(PPh3)3. Cyclotrimerization of disubstituted alkynes with at least one electron withdrawing group requires the addition of NaBPh4. In the oligomerization of phenylacetylene, cyclotrimerization and linear dimerization are in competition. However, when the reaction is run in the presence of 1.2 equiv. of NaOMe at room temperature, only linear dimerization is observed. Diethyl allylpropargylmalonate also cyclodimerizes or codimerizes with diphenylacetylene by catalytic amount of ClCo(PPh3)3 in the presence of NaOEt. Reaction of a variety of carbonyl compounds with 5 mol% of ClCo(PPh3)3 in i-propanol leads to the reduction of the compounds to the corresponding alcohols. The reaction requires the addition of NaH which produces (i-PrO)Na in situ. The role of alkoxides or NaBPh4 in ClCo(PPh3)3 catalyzed oligomerization of alkynes or reduction of carbonyl compounds is discussed.
引用
收藏
页码:41 / 49
页数:9
相关论文
共 20 条
[1]   REACTIONS OF DISUBSTITUTED ALKYNES WITH BROMOTRIS(TRIMETHYLPHOSPHINE)COBALT(I) - SYNTHESIS AND MOLECULAR AND CRYSTAL-STRUCTURES OF [CO(ETA-2-PHC=CC5H11)(PME3)3]BPH4 AND [CO(SIGMA-2-(CO2ME)4C4)(MECN)2(PME3)2]BPH4 [J].
BOUAYAD, A ;
DARTIGUENAVE, M ;
MENU, MJ ;
DARTIGUENAVE, Y ;
BELANGERGARIEPY, F ;
BEAUCHAMP, AL .
ORGANOMETALLICS, 1989, 8 (03) :629-637
[2]   CATALYTIC CYCLODIMERIZATION OF BUTADIENE BY COCL(PPH3)3 [J].
CAIRNS, MA ;
NIXON, JF .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1974, 64 (01) :C19-C21
[3]   RHODIUM-CATALYZED [2+2+2]-CYCLOADDITIONS OF ACETYLENES [J].
GRIGG, R ;
SCOTT, R ;
STEVENSON, P .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (06) :1357-1364
[4]   CARBON OXYGEN BOND-CLEAVAGE OF ESTERS PROMOTED BY HYDRIDO AND ALKYLCOBALT(I) COMPLEXES HAVING TRIPHENYLPHOSPHINE LIGANDS - ISOLATION OF AN INSERTION INTERMEDIATE AND MOLECULAR-STRUCTURE OF PHENOXOTRIS(TRIPHENYLPHOSPHINE)COBALT(I) [J].
HAYASHI, Y ;
YAMAMOTO, T ;
YAMAMOTO, A ;
KOMIYA, S ;
KUSHI, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (03) :385-391
[5]  
HILLARD RL, 1975, ANGEW CHEM INT EDIT, V4, P712
[6]  
HOOGZAND C, 1968, ORGANIC SYNTHESIS VI, V1, P3467
[7]   DIE CYCLISIERENDE TRIMERISIERUNG VON ALKINEN MIT HILFE VON METALLCARBONYL-VERBINDUNGEN [J].
HUBEL, W ;
HOOGZAND, C .
CHEMISCHE BERICHTE-RECUEIL, 1960, 93 (01) :103-115
[8]   MEERWEIN-PONNDORF-VERLEY TYPE REDUCTION OF KETONES AND OPPENAUER TYPE OXIDATION OF ALCOHOLS UNDER THE INFLUENCE OF CP2ZRH2 [J].
ISHII, Y ;
NAKANO, T ;
INADA, A ;
KISHIGAMI, Y ;
SAKURAI, K ;
OGAWA, M .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (02) :240-242
[9]   COORDINATION OF DIOXYGEN AT A DIHYDROGEN-BINDING SITE - CRYSTAL-STRUCTURE OF [RUH(ETA-2-O2)(DIPPE)2][BPH4](DIPPE = 1,2-BIS(DIISOPROPYLPHOSPHINO)ETHANE) [J].
JIMENEZTENORIO, M ;
PUERTA, MC ;
VALERGA, P .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (21) :9794-9795
[10]   HYDROGENATION AND DIMERIZATION OF BICYCLO[2.2.1]HEPTA-2,5-DIENE CATALYZED BY COBALT(I) COMPLEXES [J].
KANAI, H ;
WATABE, Y ;
NAKAYAMA, T .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1986, 59 (04) :1277-1278