SUBSTRATE SELECTIVE CATALYSIS BY RHODIUM METALLOHOSTS

被引:73
作者
COOLEN, HKAC
MEEUWIS, JAM
VANLEEUWEN, PWNM
NOLTE, RJM
机构
[1] NIJMEGEN SON RES CTR,DEPT ORGAN CHEM,6525 ED NIJMEGEN,NETHERLANDS
[2] UNIV AMSTERDAM,JH VANT HOFF INST,DEPT CHEM ENGN,1018 WV AMSTERDAM,NETHERLANDS
关键词
D O I
10.1021/ja00153a012
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel supramolecular catalyst functioning according to the principles of enzymatic catalysis is described. It consists of a basket-shaped molecule to which a catalytically active Rh(I) complex is attached. The catalyst selectively hydrogenates and isomerizes allyl-substituted dihydroxyarene substrates that are bound in its cavity. The reactivity of this supramolecular catalyst and its affinity for several substrates is compared with that of the corresponding catalyst without a binding site. Features known from enzymatic catalysis, e.g. Michaelis-Menten kinetics and rate enhancement by cooperative binding, are described and discussed.
引用
收藏
页码:11906 / 11913
页数:8
相关论文
共 52 条
[1]  
Bender M. L., 1978, CYCLODEXTRIN CHEM, DOI [10.1007/978-3-642-66842-5, DOI 10.1007/978-3-642-66842-5]
[2]   CATALYTIC CYCLOPHANES .5. CATALYTIC CYCLOPHANES - A PORPHYRIN-BRIDGED CYCLOPHANE AS A MODEL FOR CYTOCHROME-P-450 ENZYMES [J].
BENSON, DR ;
VALENTEKOVICH, R ;
DIEDERICH, F .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (02) :191-193
[3]  
BENSON DR, 1990, ANGEW CHEM, V102, P213
[4]   CLEAVAGE OF ETHERS [J].
BHATT, MV ;
KULKARNI, SU .
SYNTHESIS-STUTTGART, 1983, (04) :249-282
[5]   ARTIFICIAL ENZYMES [J].
BRESLOW, R .
SCIENCE, 1982, 218 (4572) :532-537
[6]  
BRUNNER H, 1988, SYNTHESIS-STUTTGART, P645
[7]  
COLLMAN JP, 1987, PRINCIPLES APPLICATI
[8]  
COOLEN HKA, UNPUB J ORG CHEM
[9]   HRH[P(OPH)(3)](4) AS A HYDROGENATION AND ISOMERIZATION CATALYST [J].
COOLEN, HKAC ;
NOLTE, RJM ;
VANLEEUWEN, PWNM .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1995, 496 (02) :159-168
[10]   AN INCREMENTAL APPROACH TO HOSTS THAT MIMIC SERINE PROTEASES [J].
CRAM, DJ ;
KATZ, HE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (01) :135-137