Aerobic epoxidation of alkenes using polymer-bound Mukaiyama catalysts

被引:30
作者
Wentzel, BB
Leinonen, SM
Thomson, S
Sherrington, DC
Feiters, MC
Nolte, RJM
机构
[1] Univ Nijmegen, Dept Organ Chem, NSR Ctr, NL-6525 ED Nijmegen, Netherlands
[2] Univ Strathclyde, Dept Pure & Appl Chem, Glasgow G1 1XL, Lanark, Scotland
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2000年 / 20期
关键词
D O I
10.1039/b005066k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Nickel(II) acetylacetonate bound to polybenzimidazole has been shown to be an efficient catalyst for the aerobic epoxidation of alkenes with an aldehyde as co-reactant. Rates of reaction and yields of epoxide are higher with this system than with dissolved Ni(II) acetylacetonate under otherwise identical conditions. The polymer-bound complex acts as a heterogeneous catalyst and can be recovered from the reaction mixture. Some loss of activity is observed upon re-use of the catalyst due to leaching of the metal complexes.
引用
收藏
页码:3428 / 3431
页数:4
相关论文
共 29 条
[11]   Molecular structural and morphological characterization of polymer-supported Mo(VI) alkene epoxidation catalysts [J].
Leinonen, S ;
Sherrington, DC ;
Sneddon, A ;
McLoughlin, D ;
Corker, J ;
Canevali, C ;
Morazzoni, F ;
Reedijk, J ;
Spratt, SBD .
JOURNAL OF CATALYSIS, 1999, 183 (02) :251-266
[12]   Epoxidation of alkenes using equimolar levels of t-BHP catalysed by polybenzimidazole (PBI)-supported molybdenum(VI) [J].
Leinonen, SM ;
Sherrington, DC .
JOURNAL OF CHEMICAL RESEARCH-S, 1999, (09) :572-573
[13]   ALKENE EPOXIDATIONS CATALYZED BY MOLYBDENUM(VI) SUPPORTED ON IMIDAZOLE-CONTAINING POLYMERS .3. EPOXIDATION OF OCT-1-ENE AND PROPENE [J].
MILLER, MM ;
SHERRINGTON, DC ;
SIMPSON, S .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1994, (10) :2091-2096
[14]   ASYMMETRIC AEROBIC EPOXIDATION OF UNFUNCTIONALIZED OLEFINS CATALYZED BY OPTICALLY-ACTIVE ALPHA-ALKOXYCARBONYL-BETA-KETOIMINATO MANGANESE(III) COMPLEXES [J].
MUKAIYAMA, T ;
YAMADA, T ;
NAGATA, T ;
IMAGAWA, K .
CHEMISTRY LETTERS, 1993, (02) :327-330
[15]  
Mukaiyama T, 1996, ALDRICHIM ACTA, V29, P59
[16]   ENANTIOSELECTIVE AEROBIC OXIDATION OF SULFIDES CATALYZED BY OPTICALLY-ACTIVE BETA-OXO ALDIMINATOMANGANESE(III) COMPLEXES [J].
NAGATA, T ;
IMAGAWA, K ;
YAMADA, T ;
MUKAIYAMA, T .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1995, 68 (11) :3241-3246
[17]   OPTICALLY-ACTIVE N,N'-BIS(3-OXOBUTYLIDENE)DIAMINATO-MANGANESE(III) COMPLEXES AS NOVEL AND EFFICIENT CATALYSTS FOR AEROBIC ENANTIOSELECTIVE EPOXIDATION OF SIMPLE OLEFINS [J].
NAGATA, T ;
IMAGAWA, K ;
YAMADA, T ;
MUKAIYAMA, T .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1995, 68 (05) :1455-1465
[18]   Efficient epoxidation of terminal and internal alkenes using t-butylhydroperoxide catalysed by polybenzimidazole-supported Mo(VI)•(PBI•Mo) [J].
Olason, G ;
Sherrington, DC .
MACROMOLECULAR SYMPOSIA, 1998, 131 :127-146
[19]   A versatile cobalt(II)-Schiff base catalyzed oxidation of organic substrates with dioxygen: Scope and mechanism [J].
Punniyamurthy, T ;
Bhatia, B ;
Reddy, MM ;
Maikap, GC ;
Iqbal, J .
TETRAHEDRON, 1997, 53 (22) :7649-7670
[20]   Preparation, structure and morphology of polymer supports [J].
Sherrington, DC .
CHEMICAL COMMUNICATIONS, 1998, (21) :2275-2286