Highly Active Chiral Ruthenium-Based Metathesis Catalysts through a Monosubstitution in the N-Heterocyclic Carbene

被引：66

作者：

Tiede, Sascha ^{[1
]}

Berger, Anke ^{[1
]}

Schlesiger, David ^{[1
]}

Rost, Daniel ^{[1
]}

Luehl, Anja ^{[1
]}

Blechert, Siegfried ^{[1
]}

机构：

[1] Tech Univ Berlin, Inst Chem, D-10623 Berlin, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 23期

关键词：

amino acids; asymmetric catalysis; N-heterocyclic carbenes; olefin metathesis; ruthenium; RING-OPENING/CROSS-METATHESIS; ASYMMETRIC OLEFIN METATHESIS; EFFICIENT ENANTIOSELECTIVE SYNTHESIS; ALKYLIDENE COMPLEXES; ALLYLIC ALKYLATION; NHC-BACKBONE; LIGANDS; DEACTIVATION; ACTIVATION;

D O I：

10.1002/anie.201000940

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equotion Present) Single (substitution) is better: New chiral ruthenium metathesis (pre)catalysts with a monosubstituted carbon atom in the N-heterocyclic carbene ligand are highly stable in solution, initiate easily, show very high enantioselectivity and excellent E selectivity in asymmetric ring-opening cross-metathesis (see scheme).© 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：3972 / 3975

页数：4

共 50 条

[31] Ruthenium Olefin Metathesis Catalysts with N-Heterocyclic Carbene Ligands Bearing N-Naphthyl Side Chains
Vieille-Petit, Ludovic
Clavier, Herve
Linden, Anthony
Blumentritt, Sascha
Nolan, Steven P.
Dorta, Reto
ORGANOMETALLICS, 2010, 29 (04) : 775 - 788
[32] Molybdenum Alkylidyne Silyloxy N-Heterocyclic Carbene Complexes - Highly Active Alkyne Metathesis Catalysts that can be Handled in Air
Musso, Janis V. V.
Gramm, Vincent
Stein, Sarjano
Frey, Wolfgang
Buchmeiser, Michael R. R.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2023, 26 (03)
[33] Ruthenium Olefin Metathesis Catalysts Bearing a Macrocyclic N-Heterocyclic Carbene Ligand: Improved Stability and Activity
Kosnik, Wioletta
Lichosyt, Dawid
Sniezek, Marcin
Janaszkiewicz, Angelika
Wozniak, Krzysztof
Malinska, Maura
Trzaskowski, Bartosz
Kajetanowicz, Anna
Grela, Karol
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2022, 61 (24)
[34] Mixed N-heterocyclic carbene/phosphite ruthenium complexes: towards a new generation of olefin metathesis catalysts
Bantreil, Xavier
Schmid, Thibault E.
Randall, Rebecca A. M.
Slawin, Alexandra M. Z.
Cazin, Catherine S. J.
CHEMICAL COMMUNICATIONS, 2010, 46 (38) : 7115 - 7117
[35] Ruthenium olefin metathesis catalysts bearing an N-fluorophenyl-N-mesityl-substituted unsymmetrical N-heterocyclic carbene
Vougioukalakis, Georgios C.
Grubbs, Robert H.
ORGANOMETALLICS, 2007, 26 (09) : 2469 - 2472
[36] Rapid Decomposition of Olefin Metathesis Catalysts by a Truncated N-Heterocyclic Carbene: Efficient Catalyst Quenching and N-Heterocyclic Carbene Vinylation
Rufh, Stephanie A.
Goudreault, Alexandre Y.
Foscato, Marco
Jensen, Vidar R.
Fogg, Deryn E.
ACS CATALYSIS, 2018, 8 (12): : 11822 - 11826
[37] A Versatile and Highly Z-Selective Olefin Metathesis Ruthenium Catalyst Based on a Readily Accessible N-Heterocyclic Carbene
Dumas, Adrien
Tarrieu, Robert
Vives, Thomas
Roisnel, Thierry
Dorcet, Vincent
Basle, Olivier
Mauduit, Marc
ACS CATALYSIS, 2018, 8 (04): : 3257 - 3262
[38] Photoswitchable N-heterocyclic carbene based catalysts
Bielawski, Christopher W.
Neilson, Beth M.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244
[39] In situ preparation of a highly active N-heterocyclic carbene-coordinated olefin metathesis catalyst
Morgan, JP
Grubbs, RH
ORGANIC LETTERS, 2000, 2 (20) : 3153 - 3155
[40] Highly efficient ring-opening metathesis polymerization (ROMP) using new ruthenium catalysts containing N-heterocyclic carbene ligands
Bielawski, CW
Grubbs, RH
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2000, 39 (16) : 2903 - 2906

← 1 2 3 4 5 →