Kinetic rationalization of nonlinear effects in asymmetric catalysis based on phase behavior

被引：42

作者：

Klussmann, Martin ^{[1
]}

Mathew, Suju R. ^{[1
]}

Iwamura, Hiroshi ^{[1
]}

Wells, David H., Jr. ^{[1
]}

Armstrong, Alan ^{[1
]}

Blackmond, Donna G. ^{[1
]}

机构：

[1] Univ London Imperial Coll Sci & Technol, Dept Chem, London SW7 2AZ, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 47期

关键词：

amino acids; asymmetric catalysis; chirality; nonlinear effects; phase transitions;

D O I：

10.1002/anie.200602521

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A model of proline as a "kinetic conglomerate" can rationalize both the non-linear effect in proline-catalyzed aldol reactions observed in early studies and the linearity observed more recently, in a manner that remains compatible with the currently accepted one-proline reaction mechanism. Care must be taken to distinguish between equilibrium and kinetic effects in heterogeneous systems - and to separate these physical influences from nonlinear effects of a true chemical origin. (Graph Presented). © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：7989 / 7992

页数：4

共 50 条

[31] ASYMMETRIC REDUCTION OF KETONES BY PHASE TRANSFER CATALYSIS
MASSE, JP
PARAYRE, ER
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (12) : 438 - 439
[32] Rationalization of anomalous nonlinear effects in the alkylation of substituted benzaldehydes
Buono, F
Walsh, PJ
Blackmond, DG
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (46) : 13652 - 13653
[33] Kinetic aspects of nonlinear phenomena in heterogeneous enantioselective catalysis
Murzin, DY
Toukoniitty, E
CATALYSIS LETTERS, 2006, 109 (3-4) : 125 - 131
[34] Kinetic Aspects of Nonlinear Phenomena in Heterogeneous Enantioselective Catalysis
Dmitry Yu Murzin
Esa Toukoniitty
Catalysis Letters, 2006, 109 : 125 - 131
[35] Equilibrium of Homochiral Oligomerization of a Mixture of Enantiomers. Its Relevance to Nonlinear Effects in Asymmetric Catalysis
Tsukamoto, Masaki
Gopalaiah, Kovuru
Kagan, Henri B.
JOURNAL OF PHYSICAL CHEMISTRY B, 2008, 112 (48): : 15361 - 15368
[36] DNA-based asymmetric catalysis
Barden, D
DALTON TRANSACTIONS, 2006, (11) : C21 - C21
[37] DNA-based asymmetric catalysis
Boersma, Arnold J.
Megens, Rik P.
Feringa, Ben L.
Roelfes, Gerard
CHEMICAL SOCIETY REVIEWS, 2010, 39 (06) : 2083 - 2092
[38] DNA-based asymmetric catalysis
Roelfes, G
Feringa, BL
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (21) : 3230 - 3232
[39] Asymmetric catalysis based on tropos ligands
Aikawa, Kohsuke
Mikami, Koichi
CHEMICAL COMMUNICATIONS, 2012, 48 (90) : 11050 - 11069
[40] A Kinetic and Structural Investigation of DNA-Based Asymmetric Catalysis Using First-Generation Ligands
Rosati, Fiora
Boersma, Arnold J.
Klijn, Jaap E.
Meetsma, Auke
Feringa, Ben L.
Roelfes, Gerard
CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (37) : 9596 - 9605

← 1 2 3 4 5 →