The Influence of Anionic Ligands on Stereoisomerism of Ru Carbenes and Their Importance to Efficiency and Selectivity of Catalytic Olefin Metathesis Reactions

2014 ◽  
Vol 136 (9) ◽  
pp. 3439-3455 ◽  
Author(s):  
Sebastian Torker ◽  
R. Kashif M. Khan ◽  
Amir H. Hoveyda
Keyword(s):  
Olefin Metathesis ◽  
Anionic Ligands ◽  
Metathesis Reactions

scholarly journals Amino acids as chiral anionic ligands for ruthenium based asymmetric olefin metathesis

2015 ◽  
Vol 51 (18) ◽  
pp. 3870-3873 ◽  
Author(s):  
Elisa Ivry ◽  
Amos Ben-Asuly ◽  
Israel Goldberg ◽  
N. Gabriel Lemcoff
Keyword(s):  
Amino Acids ◽  
Ligand Exchange ◽  
Olefin Metathesis ◽  
Anionic Ligand ◽  
Anionic Ligands ◽  
Metathesis Reactions

Anionic ligand exchange by amino acids readily produce chiral ruthenium benzylidenes that catalyze asymmetric olefin metathesis reactions.

Sulfur-Chelated Ruthenium Olefin Metathesis Catalysts

Synlett ◽  
2020 ◽  
Author(s):  
N. Gabriel Lemcoff ◽  
Noy B. Nechmad
Keyword(s):  
3D Printing ◽  
Olefin Metathesis ◽  
Historical Development ◽  
Unique Feature ◽  
Anionic Ligands ◽  
Metathesis Reactions ◽  
Light Stimuli ◽  
Metathesis Catalysts

This Account summarizes the historical development of latent sulfur-chelated ruthenium precatalysts from the Lemcoff group’s perspective. The most unique feature of this family of complexes is that they appear in the more stable cis-dichloro configuration, which is latent towards olefin metathesis reactions. Activation of the precatalyst, brought about by isomerization from the cis-dihalo to the trans-dihalo forms, can be achieved either by thermal or light stimuli. Modifications of the ligand sphere bestows unique properties upon the catalysts, which have been used in diverse applications, from 3D printing of metathesis polymers to orthogonally divergent synthetic pathways.1 Introduction2 Effect of Sulfur Substituents3 Effect of Benzylidene Ligands4 Effect of the NHC Ligands5 Effect of the Anionic Ligands6 Conclusions

Catalytic Carbonyl-Olefin Metathesis of Aliphatic Ketones: Iron(III) HomoDimers as Lewis Acidic Superelectrophiles

2018 ◽  
Author(s):  
Haley Albright ◽  
Paul S. Riehl ◽  
Christopher C. McAtee ◽  
Jolene P. Reid ◽  
Jacob R. Ludwig ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Olefin Metathesis ◽  
Acid Activation ◽  
Lewis Acid Catalysts ◽  
Distinct Mode ◽  
Aliphatic Ketones ◽  
Carbon Carbon Bond ◽  
Metathesis Reactions ◽  
Acid Catalyzed

<div>Catalytic carbonyl-olefin metathesis reactions have recently been developed as a powerful tool for carbon-carbon bond</div><div>formation. However, currently available synthetic protocols rely exclusively on aryl ketone substrates while the corresponding aliphatic analogs remain elusive. We herein report the development of Lewis acid-catalyzed carbonyl-olefin ring-closing metathesis reactions for aliphatic ketones. Mechanistic investigations are consistent with a distinct mode of activation relying on the in situ formation of a homobimetallic singly-bridged iron(III)-dimer as the active catalytic species. These “superelectrophiles” function as more powerful Lewis acid catalysts that form upon association of individual iron(III)-monomers. While this mode of Lewis acid activation has previously been postulated to exist, it has not yet been applied in a catalytic setting. The insights presented are expected to enable further advancement in Lewis acid catalysis by building upon the activation principle of “superelectrophiles” and broaden the current scope of catalytic carbonyl-olefin metathesis reactions.</div>

scholarly journals Modification of proteins using olefin metathesis

2020 ◽  
Vol 4 (4) ◽  
pp. 1040-1051 ◽  
Author(s):  
Marco S. Messina ◽  
Heather D. Maynard
Keyword(s):  
Small Molecules ◽  
Olefin Metathesis ◽  
Aqueous Media ◽  
Metathesis Reactions ◽  
P Proteins

Proteins are modified with small molecules and polymers via olefin metathesis reactions in aqueous media.

Synthesis of Vanadium Oxo Alkylidene Complex and Its Reactivity in Ring-Closing Olefin Metathesis Reactions

2021 ◽  
Author(s):  
Dmitry S. Belov ◽  
Didac A. Fenoll ◽  
Indranil Chakraborty ◽  
Xavier Solans-Monfort ◽  
Konstantin V. Bukhryakov
Keyword(s):  
Olefin Metathesis ◽  
Metathesis Reactions

ChemInform Abstract: RTILs in Catalytic Olefin Metathesis Reactions

ChemInform ◽  
2016 ◽  
Vol 47 (41) ◽  
Author(s):  
Cedric Fischmeister ◽  
Christian Bruneau
Keyword(s):  
Olefin Metathesis ◽  
Metathesis Reactions

scholarly journals Cover Feature: One‐pot Synthesis of 1,3‐Butadiene and 1,6‐Hexanediol Derivatives from Cyclopentadiene (CPD) via Tandem Olefin Metathesis Reactions (ChemCatChem 21/2018)

ChemCatChem ◽  
2018 ◽  
Vol 10 (21) ◽  
pp. 4780-4780
Author(s):  
Gábor Turczel ◽  
Ervin Kovács ◽  
Eszter Csizmadia ◽  
Tibor Nagy ◽  
Imre Tóth ◽  
...  
Keyword(s):  
Olefin Metathesis ◽  
One Pot ◽  
One Pot Synthesis ◽  
Metathesis Reactions

Operation of the Boomerang Mechanism in Olefin Metathesis Reactions Promoted by the Second-Generation Hoveyda Catalyst

ACS Catalysis ◽  
2014 ◽  
Vol 4 (7) ◽  
pp. 2387-2394 ◽  
Author(s):  
Jennifer M. Bates ◽  
Justin A. M. Lummiss ◽  
Gwendolyn A. Bailey ◽  
Deryn E. Fogg
Keyword(s):  
Olefin Metathesis ◽  
Second Generation ◽  
Metathesis Reactions
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