Combinatorial Screening of an In Situ Generated Library of Tungsten Oxyhalide and Imido Complexes for Olefin Metathesis

2014 ◽  
Vol 16 (10) ◽  
pp. 551-557 ◽  
Author(s):  
Duane R. Romer ◽  
Victor J. Sussman ◽  
Ken Burdett ◽  
Yu Chen ◽  
Kami J. Miller
Keyword(s):  
Olefin Metathesis ◽  
Combinatorial Screening ◽  
Imido Complexes

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 Synthesis of 1,2-Dihydroquinolines via Hydrazine-Catalysed Ring-Closing Carbonyl-Olefin Metathesis

2019 ◽  
Author(s):  
Yunfei Zhang ◽  
Jae Hun Sim ◽  
Samantha N. Macmillan ◽  
Tristan Lambert
Keyword(s):  
Nitrogen Atom ◽  
Olefin Metathesis ◽  
Catalytic Cycle ◽  
Protecting Group ◽  
Acid Labile

The synthesis of 1,2-dihydroquinolines by the hydrazine-catalysed ring-closing carbonyl-olefin metathesis (RCCOM) of N-prenylated 2-aminobenzaldehydes is reported. Substrates with a variety of substitution patterns are shown, and the compatibility of these conditions with a range of additives is demonstrated. With an acid-labile protecting group on the nitrogen atom, in situ deprotection and autoxidation furnishes quinolines. In comparison to related oxygen-containing substrates, the cycloaddition step of the catalytic cycle is shown to be slower, but the cycloreversion is found to be more facile.

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 Stereoretentive Olefin Metathesis Made Easy: In Situ Generation of Highly Selective Ruthenium Catalysts from Commercial Starting Materials

2018 ◽  
Vol 20 (21) ◽  
pp. 6822-6826 ◽  
Author(s):  
Daniel S. Müller ◽  
Idriss Curbet ◽  
Yann Raoul ◽  
Jérôme Le Nôtre ◽  
Olivier Baslé ◽  
...  
Keyword(s):  
Olefin Metathesis ◽  
Ruthenium Catalysts ◽  
In Situ Generation

In situ generation of highly active olefin metathesis initiators

2006 ◽  
Vol 691 (24-25) ◽  
pp. 5482-5486 ◽  
Author(s):  
Nele Ledoux ◽  
Bart Allaert ◽  
David Schaubroeck ◽  
Stijn Monsaert ◽  
Renata Drozdzak ◽  
...  
Keyword(s):  
Olefin Metathesis ◽  
Highly Active ◽  
In Situ Generation

scholarly journals A robotic platform for high-throughput electrochemical analysis of chalcopyrite leaching

2016 ◽  
Vol 18 (7) ◽  
pp. 1930-1937 ◽  
Author(s):  
D. Godfrey ◽  
J. H. Bannock ◽  
O. Kuzmina ◽  
T. Welton ◽  
T. Albrecht
Keyword(s):  
Ionic Liquid ◽  
Real Time ◽  
High Throughput ◽  
Electrochemical Analysis ◽  
Robotic Platform ◽  
Combinatorial Screening

A novel robotic platform for combinatorial screening of ionic liquid-based Cu extraction from chalcopyrite with real-time, in situ monitoring of dissolved copper.

Sign in / Sign up

Export Citation Format

Share Document