A dimeric form of Jacobsen's catalyst for improved retention in a polydimethylsiloxane membrane

被引:115
作者
Janssen, KBM [1 ]
Laquiere, I [1 ]
Dehaen, W [1 ]
Parton, RF [1 ]
Vankelecom, IFJ [1 ]
Jacobs, PA [1 ]
机构
[1] KATHOLIEKE UNIV LEUVEN,DEPT CHEM,B-3001 HEVERLEE,LEUVEN,BELGIUM
关键词
D O I
10.1016/S0957-4166(97)00465-5
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A dimeric form 1 of Jacobsen's catalyst was synthesized for better steric occlusion in a polydimethylsiloxane membrane. In homogeneous conditions, the dimer is about as active and enantioselective as Jacobsen's catalyst itself. The relationship between leaching of the complex out of the membrane on one hand and the solubility of the complex and the swelling of the membrane in the solvent used on the other, showed that leaching could be avoided only if low solubility was combined with low swelling or in the case of complete insolubility. As the dimer is less soluble and larger than the monomeric form, this form leaches less. The yields and enantioselectivities of the heterogenised system are comparable to those of the homogeneous monomer. (C) 1997 Published by Elsevier Science Ltd.
引用
收藏
页码:3481 / 3487
页数:7
相关论文
共 24 条
[11]   ENANTIOSELECTIVE EPOXIDATION OF CONJUGATED DIENES AND ENYNES - TRANS-EPOXIDES FROM CIS-OLEFINS [J].
LEE, NH ;
JACOBSEN, EN .
TETRAHEDRON LETTERS, 1991, 32 (45) :6533-6536
[12]   HEAT STABILITY STUDIES ON CHELATES FROM SCHIFF BASES OF SALICYLALDEHYDE DERIVATIVES [J].
MARVEL, CS ;
TARKOY, N .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (22) :6000-6002
[13]   Heterogeneous asymmetric epoxidation of unfunctionalized olefins catalyzed by polymer-bound (salen)manganese complexes [J].
Minutolo, F ;
Pini, D ;
Petri, A ;
Salvadori, P .
TETRAHEDRON-ASYMMETRY, 1996, 7 (08) :2293-2302
[14]   Polymer-bound chiral (salen)Mn(III) complex as heterogeneous catalyst in rapid and clean enantioselective epoxidation of unfunctionalised olefins [J].
Minutolo, F ;
Pini, D ;
Salvadori, P .
TETRAHEDRON LETTERS, 1996, 37 (19) :3375-3378
[15]   CATALYTIC ASYMMETRIC OXIDATION OF SULFIDES USING (SALEN)MANGANESE(III) COMPLEX AS A CATALYST [J].
NODA, K ;
HOSOYA, N ;
IRIE, R ;
YAMASHITA, Y ;
KATSUKI, T .
TETRAHEDRON, 1994, 50 (32) :9609-9618
[16]   Intrazeolite assembly of a chiral manganese salen epoxidation catalyst [J].
Ogunwumi, SB ;
Bein, T .
CHEMICAL COMMUNICATIONS, 1997, (09) :901-902
[17]   ASYMMETRIC OXIDATION OF SULFIDES WITH H2O2 CATALYZED BY (SALEN)MN(III) COMPLEXES [J].
PALUCKI, M ;
HANSON, P ;
JACOBSEN, EN .
TETRAHEDRON LETTERS, 1992, 33 (47) :7111-7114
[18]   Membrane occluded catalysts: A higher order mimic with improved performance [J].
Parton, RF ;
Vankelecom, IFJ ;
Tas, D ;
Janssen, KBM ;
KnopsGerrits, PP ;
Jacobs, PA .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1996, 113 (1-2) :283-292
[19]   Chiral salen manganese complex encapsulated within zeolite Y: A heterogeneous enantioselective catalyst for the epoxidation of alkenes [J].
Sabater, MJ ;
Corma, A ;
Domenech, A ;
Fornes, V ;
Garcia, H .
CHEMICAL COMMUNICATIONS, 1997, (14) :1285-1286
[20]  
SHARZEWSKI J, 1995, J MOL CATAL A-CHEM, V103, pL63