A strongly positive dendrimer effect in asymmetric catalysis: allylic aminations with Pyrphos-palladium functionalised PPI and PAMAM dendrimers

被引:85
作者
Ribourdouille, Y
Engel, GD
Richard-Plouet, M
Gade, LH [1 ]
机构
[1] Univ Strasbourg, Inst Le Bel, Lab Chim Organomet & Catalyse, UMR 7513, F-67070 Strasbourg, France
[2] Inst Phys & Chim Mat Strasbourg, UMR 7504, F-67037 Strasbourg, France
[3] Inst Mat Jean Rouxel, Lab Chim Solides 2, F-44322 Nantes, France
关键词
D O I
10.1039/b302155f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A remarkable and unprecedented increase in catalyst selectivity in dendrimer catalysis is observed for the Pyrphos-Pd catalysed allylic amination of 1,3-diphenyl-1-acetoxypropene as a function of the dendrimer generation (with up to 64 metal sites). This steady increase in ee-values for the allylic amination is less pronounced for the poly(propyleneimine)derived catalysts than for the corresponding palladium-PAMAM dendrimer catalysts for which an increase in selectivity from 9% ee for a mononuclear reference system to 69% ee for the Pd-64-dendrimer was found.
引用
收藏
页码:1228 / 1229
页数:2
相关论文
共 30 条
[1]  
[Anonymous], 1984, Angew. Chem
[2]   Dendritic catalysts and dendrimers in catalysis [J].
Astruc, D ;
Chardac, F .
CHEMICAL REVIEWS, 2001, 101 (09) :2991-3023
[3]  
Breinbauer R, 2000, ANGEW CHEM INT EDIT, V39, P3604, DOI 10.1002/1521-3773(20001016)39:20<3604::AID-ANIE3604>3.0.CO
[4]  
2-9
[5]   Allylic substitution with dendritic palladium catalysts in a continuously operating membrane reactor [J].
Brinkmann, N ;
Giebel, D ;
Lohmer, G ;
Reetz, MT ;
Kragl, U .
JOURNAL OF CATALYSIS, 1999, 183 (02) :163-168
[6]  
de Groot D, 2002, EUR J ORG CHEM, V2002, P1085
[7]   Palladium complexes of phosphine functionalised carbosilane dendrimers as catalysts in a continuous flow membrane reactor [J].
de Groot, D ;
Eggeling, EB ;
de Wilde, JC ;
Kooijman, H ;
van Haaren, RJ ;
van der Made, AW ;
Spek, AL ;
Vogt, D ;
Reek, JNH ;
Kamer, PCJ ;
van Leeuwen, PWNM .
CHEMICAL COMMUNICATIONS, 1999, (17) :1623-1624
[8]  
Engel GD, 2002, CHEM-EUR J, V8, P4319, DOI 10.1002/1521-3765(20020916)8:18<4319::AID-CHEM4319>3.0.CO
[9]  
2-L
[10]  
HAYASHI T, 1993, CATALYTIC ASYMMETRIC, P325