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

A thermally robust ruthenium phosphonium alkylidene catalyst — the effect of more bulky N-heterocyclic carbene ligands on catalyst performance in olefin metathesis reactions

2013 ◽  
Vol 91 (10) ◽  
pp. 935-942 ◽  
Author(s):  
Erin M. Leitao ◽  
Warren E. Piers ◽  
Masood Parvez
Keyword(s):  
Olefin Metathesis ◽  
Second Generation ◽  
The Other ◽  
Carbene Ligands ◽  
Thermal Stabilities ◽  
Excellent Activity ◽  
Metathesis Reactions ◽  
Test Reactions ◽  
Overall Efficiency ◽  
Alkylidene Complexes

Three new ruthenium phosphonium alkylidene complexes incorporating N-heterocyclic carbene ligands with bulky N-aryl groups (2,6-diethyl, L = 1,3-bis(2,6-diethylphenyl)imidazolin-2-ylidene (H2IDEP) and 2,6-diisopropyl, L = 1,3-bis(2,6-diisopropylphenyl)imidazolin-2-ylidene (H2ID-i-PP)) were synthesized and characterized. The H2ID-i-PP supported complex was found to exhibit excellent thermal stabilities relative to the parent N-mesityl (N-Mes) complexes as well as the H2IDEP supported complexes. All three phosphonium alkylidenes were evaluated in comparison to the N-Mes derivative and Grubbs second generation catalyst using standard olefin metathesis reactions and conditions. The complex containing the bulky H2ID-i-PP ligand was found to have excellent activity and longevity in comparison to the other catalysts. Although initiation rates were slow for this sterically bulky precatalyst, its superior activity led to the best overall efficiency in test reactions.

Amine-Mediated Degradation in Olefin Metathesis Reactions that Employ the Second-Generation Grubbs Catalyst

ChemCatChem ◽  
2014 ◽  
Vol 6 (2) ◽  
pp. 459-463 ◽  
Author(s):  
Justin A. M. Lummiss ◽  
Benjamin J. Ireland ◽  
Jacob M. Sommers ◽  
Deryn E. Fogg
Keyword(s):  
Olefin Metathesis ◽  
Second Generation ◽  
Grubbs Catalyst ◽  
Metathesis Reactions

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
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