scholarly journals Low Catalyst Loadings in Olefin Metathesis: Synthesis of Nitrogen Heterocycles by Ring-Closing Metathesis

2010 ◽  
Vol 12 (5) ◽  
pp. 984-987 ◽  
Author(s):  
Kevin M. Kuhn ◽  
Timothy M. Champagne ◽  
Soon Hyeok Hong ◽  
Wen-Hao Wei ◽  
Andrew Nickel ◽  
...  
Synthesis ◽  
2019 ◽  
Vol 51 (05) ◽  
pp. 1100-1114 ◽  
Author(s):  
Emilia Groso ◽  
Corinna Schindler

This short review summarizes recent advances relating to the application of ring-closing olefin-olefin and carbonyl-olefin metathesis reactions towards the synthesis of unsaturated five- and six-membered nitrogen heterocycles. These developments include catalyst modifications and reaction designs that will enable access to more complex nitrogen heterocycles.1 Introduction2 Expansion of Ring-Closing Metathesis Methods3 Evaluation of Catalyst Design4 Indenylidene Catalysts5 Unsymmetrical N-Heterocyclic Carbene Ligands6 Carbonyl-Olefin Metathesis7 Conclusions


ChemInform ◽  
2010 ◽  
Vol 41 (29) ◽  
pp. no-no
Author(s):  
Kevin M. Kuhn ◽  
Timothy M. Champagne ◽  
Soon Hyeok Hong ◽  
Wen-Hao Wei ◽  
Andrew Nickel ◽  
...  

2005 ◽  
Vol 83 (6-7) ◽  
pp. 748-754 ◽  
Author(s):  
Samantha D Drouin ◽  
Heather M Foucault ◽  
Glenn PA Yap ◽  
Deryn E Fogg

Reaction of the Grubbs catalyst RuCl2(PCy3)2(CHPh) (1) with lithium 2-[(2,6-diisopropylphenyl)imino]pyrrolide·Et2O (LiNN′·Et2O) gives alkylidene complex 5, containing a chelating, σ-bound iminopyrrolato unit. The structure of 5 is confirmed by X-ray crystallography. Treatment of 5 with pyridine generates RuCl(NN′)(py)2(CHPh) (6) via displacement of PCy3. Complex 5 effects ring-closing metathesis in air, displaying high reactivity relative to 6.Key words: ruthenium, alkylidene, metathesis, pyrrolimine, iminopyrrolato.


2017 ◽  
Vol 46 (12) ◽  
pp. 3805-3808 ◽  
Author(s):  
Włodzimierz Buchowicz ◽  
Łukasz Banach ◽  
Radosław Kamiński ◽  
Piotr Buchalski

A remarkable helical complex with a chelating Cp-NHC ligand has been synthesised via olefin metathesis in the Ni(ii) coordination sphere.


2018 ◽  
Vol 14 ◽  
pp. 2991-2998 ◽  
Author(s):  
Christiane Schultze ◽  
Bernd Schmidt

8-Allylcoumarins are conveniently accessible through a microwave-promoted tandem Claisen rearrangement/Wittig olefination/cyclization sequence. They serve as a versatile platform for the annellation of five- to seven-membered rings using ring-closing olefin metathesis (RCM). Furano-, pyrano-, oxepino- and azepinocoumarins were synthesized from the same set of precursors using Ru-catalyzed double bond isomerizations and RCM in a defined order. One class of products, pyrano[2,3-f]chromene-2,8-diones, were inaccessible through direct RCM of an acrylate, but became available from the analogous allyl ether via an assisted tandem catalytic RCM/allylic oxidation sequence.


ChemInform ◽  
2010 ◽  
Vol 27 (38) ◽  
pp. no-no
Author(s):  
S. F. MARTIN ◽  
H.-J. CHEN ◽  
A. K. COURTNEY ◽  
Y. LIAO ◽  
M. PAETZEL ◽  
...  

2010 ◽  
Vol 6 ◽  
pp. 1159-1166 ◽  
Author(s):  
Etienne Borré ◽  
Frederic Caijo ◽  
Christophe Crévisy ◽  
Marc Mauduit

Seven novel Hoveyda–Grubbs precatalysts bearing an aminosulfonyl function are reported. Kinetic studies indicate an activity enhancement compared to Hoveyda’s precatalyst. A selection of these catalysts was investigated with various substrates in ring-closing metathesis of dienes or enynes and cross metathesis. The results demonstrate that these catalysts show a good tolerance to various chemical functions.


ChemInform ◽  
2007 ◽  
Vol 38 (38) ◽  
Author(s):  
Valeria De Matteis ◽  
Olivier Dufay ◽  
Dennis C. J. Waalboer ◽  
Floris L. van Delft ◽  
Joerg Tiebes ◽  
...  

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