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CROSS METATHESIS. SHROOQJOHAR. Table of contents. 1-Objectives 2-Background 3-Reaction and Mechanism 4-Application and recent literature 5-Conclusion 6-Refrances. objectives. To gain a knowledge about cross Metathesis reaction and its application in organic synthesis.
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CROSS METATHESIS SHROOQJOHAR
Table of contents 1-Objectives 2-Background 3-Reaction and Mechanism 4-Application and recent literature 5-Conclusion 6-Refrances
objectives To gain a knowledge about cross Metathesis reaction and its application in organic synthesis. Cross Metathesis : background , reaction mechanism and reactant applications in organic synthesis
Background The selectivity of this reaction is currently undergoing further study, but various examples exist in which two alkenes with different reactivity give the cross-coupled product with excellent yields and excellent selectivity.
Reaction and Mechanism The transalkylidenation of two terminal alkenes under release of ethene, catalyzed by ruthenium carbenoids (Grubbs Catalyst). Statistically, the reaction can lead to three possible pairs of geometric isomers, i.e. E/Z pairs for two homocouplings and the cross-coupling (R-CH=CH-R, R'-CH=CH-R', and R-CH=CH-R') - a total of 6 products.
Application and resent literature 1- Cross-Metathesis Reactions at Room Temperature Using the Nonionic Amphiphile “PTS”: Just Add Water.(1)
Addition of small percentages of the nonionic, vitamin E-based amphiphile “PTS” allows unsymmetrical, E-selective olefin cross-metathesis reactions in water, involving water-insoluble substrates, at room temperature using commercially available catalysts. The nanometer micelles formed accommodate water-insoluble substrates, along with a readily available Ru-based metathesis catalyst.
2- Acryloyl Chloride: An Excellent Substrate for Cross-Metathesis. A One-Pot Sequence for the Synthesis of Substituted α,β-Unsaturated Carbonyl Derivatives.(2) A very simple one-pot process involving a cross-metathesis between acryloyl chloride and a terminal olefin followed by the addition of a nucleophile allows the synthesis of various functionalized α,β-unsaturated carbonyl compounds in good yield
Conclusion In this presentation I will descous the Cross Metathesis and its rxn , applecation ,recant , ets . andThe selectivity of this reaction is currently undergoing further study, but various examples exist in which two alkenes with different reactivity give the cross-coupled product with excellent yields and excellent selectivity .
Refrances • (1)- Bruce H. Lipshutz,* Grant T. Aguinaldo, Subir Ghorai and Karl Voigtritter • *Department of Chemistry & Biochemistry, University of California, Santa Barbara, California 93106, Email: lipshutzchem.ucsb.edu • B. H. Lipshutz, G. T. Aquinaldo, S. Ghorai, K. Voigtritter, Org. Lett., 2008, 10, 1325-1328. • (2)- Laurent Ferrié, Samir Bouzbouz and Janine Cossy* • *Laboratoire de Chimie Organique ESPCI ParisTech, CNRS, 10 rue Vauquelin, 75231 Paris Cedex 05, France, Email: janine.cossyespci.fr • L. Ferrié, S. Bouzbouz, J. Cossy, Org. Lett., 2009, 11, 5446-5448