scholarly journals Metathesis access to monocyclic iminocyclitol-based therapeutic agents

2011 ◽  
Vol 7 ◽  
pp. 699-716 ◽  
Author(s):  
Ileana Dragutan ◽  
Valerian Dragutan ◽  
Carmen Mitan ◽  
Hermanus CM Vosloo ◽  
Lionel Delaude ◽  
...  
Keyword(s):  
Olefin Metathesis ◽  
Metabolic Disorders ◽  
Therapeutic Agents ◽  
Comparative Performance ◽  
Common Diseases ◽  
Metathesis Reactions ◽  
Recent Developments ◽  
Metathesis Catalysts ◽  
Steric Control

By focusing on recent developments on natural and non-natural azasugars (iminocyclitols), this review bolsters the case for the role of olefin metathesis reactions (RCM, CM) as key transformations in the multistep syntheses of pyrrolidine-, piperidine- and azepane-based iminocyclitols, as important therapeutic agents against a range of common diseases and as tools for studying metabolic disorders. Considerable improvements brought about by introduction of one or more metathesis steps are outlined, with emphasis on the exquisite steric control and atom-economical outcome of the overall process. The comparative performance of several established metathesis catalysts is also highlighted.

Light guided chemoselective olefin metathesis reactions

2017 ◽  
Vol 89 (6) ◽  
pp. 829-840 ◽  
Author(s):  
Ofer Reany ◽  
N. Gabriel Lemcoff
Keyword(s):  
Chemical Reactions ◽  
Olefin Metathesis ◽  
Lessons Learned ◽  
The Past ◽  
Metathesis Reactions ◽  
Catalytically Active ◽  
Recent Developments ◽  
Metathesis Catalysts ◽  
External Stimuli ◽  
Careful Design

AbstractAn appealing concept in synthetic chemistry is photo-induced catalysis; where dormant complexes become catalytically active upon activation with light. The ruthenium-based olefin metathesis complexes founded on the original Grubbs catalyst have probably been one of the most widely studied families of catalysts for the past 25 years. Greater stability and versatility of these olefin-metathesis catalysts has been achieved by careful design of the ligand sphere, including latent catalysts which are activated by external stimuli. This article describes our recent developments towards light-induced olefin metathesis reactions based on photoactive sulfur-chelated ruthenium benzylidene catalysts. Alternative chemical reactions, be it photo-induced olefin metathesis or other direct photochemical processes, by using light of different frequencies were studied in chemoselective chromatic orthogonal pathways. The lessons learned during the development of these reactions have given birth to selective photo-deprotection sequences and novel pathways for stereolithographic applications.

scholarly journals MOF Encapsulation of Ru Olefin Metathesis Catalysts to Block Catalyst Decomposition

Catalysts ◽  
2020 ◽  
Vol 10 (6) ◽  
pp. 687
Author(s):  
Gerard Pareras ◽  
Davide Tiana ◽  
Albert Poater
Keyword(s):  
Olefin Metathesis ◽  
Density Functional ◽  
Metal Organic Framework ◽  
Functional Theory ◽  
Ammonium N ◽  
Metathesis Catalyst ◽  
Metal Organic ◽  
Non Covalent Interactions ◽  
Metathesis Catalysts

In the present work, a catalyst variation of the second-generation Hoveyda–Grubbs catalyst, particularly the ammonium-tagged Ru-alkylidene metathesis catalyst AquaMetTM, is under study, not simply to increase the efficiency in olefin metathesis but also the solubility in polar solvents. Moreover, this ionic catalyst was combined with the metal organic framework (MOF) (Cr)MIL-101-SO3−(Na·15-crown-5)+. We started from the experimental results by Grela et al., who increased the performance when the ruthenium catalyst was confined inside the cavities of the MOF, achieving non-covalent interactions between both moieties. Here, using density functional theory (DFT) calculations, the role of the ammonium N-heterocyclic carbene (NHC) tagged and the confinement effects are checked. The kinetics are used to compare reaction profiles, whereas SambVca steric maps and NCI plots are used to characterize the role of the MOF structurally and electronically.

scholarly journals Ruthenium indenylidene “1st generation” olefin metathesis catalysts containing triisopropyl phosphite

2015 ◽  
Vol 11 ◽  
pp. 1520-1527 ◽  
Author(s):  
Stefano Guidone ◽  
Fady Nahra ◽  
Alexandra M Z Slawin ◽  
Catherine S J Cazin
Keyword(s):  
Experimental Data ◽  
Thermal Stability ◽  
Olefin Metathesis ◽  
Synergistic Effects ◽  
Metathesis Reactions ◽  
Metathesis Catalysts ◽  
Ru Species

The reaction of triisopropyl phosphite with phosphine-based indenylidene pre-catalysts affords “1st generation” cis-complexes. These have been used in olefin metathesis reactions. The cis-Ru species exhibit noticeable differences with the trans-Ru parent complexes in terms of structure, thermal stability and reactivity. Experimental data underline the importance of synergistic effects between phosphites and L-type ligands.

d0Re-Based Olefin Metathesis Catalysts, Re(⋮CR)(CHR)(X)(Y):  The Key Role of X and Y Ligands for Efficient Active Sites

2005 ◽  
Vol 127 (40) ◽  
pp. 14015-14025 ◽  
Author(s):  
Xavier Solans-Monfort ◽  
Eric Clot ◽  
Christophe Copéret ◽  
Odile Eisenstein
Keyword(s):  
Olefin Metathesis ◽  
Active Sites ◽  
Metathesis Catalysts

Synthesis and characterization of non-chelating ruthenium–indenylidene olefin metathesis catalysts derived from substituted 1,1-diphenyl-2-propyn-1-ols

2015 ◽  
Vol 39 (3) ◽  
pp. 1858-1867 ◽  
Author(s):  
Baoyi Yu ◽  
Yu Xie ◽  
Fatma B. Hamad ◽  
Karen Leus ◽  
Alex A. Lyapkov ◽  
...  
Keyword(s):  
Olefin Metathesis ◽  
First Generation ◽  
Catalytic Performance ◽  
Ruthenium Catalysts ◽  
Synthesis And Characterization ◽  
Metathesis Reactions ◽  
Metathesis Catalysts

The synthesis and characterization of four first-generation modified non-chelating indenylidene ruthenium catalysts is reported, as well as their catalytic performance in olefin metathesis reactions.

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