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2005 Nobel Prize in Chemistry. Development of the Olefin Metathesis Method in Organic Synthesis
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Abstract
The 2005 Nobel Prize in Chemistry was awarded to Yves Chauvin of the Institut Français du Pétrole, Robert H. Grubbs of CalTech, and Richard R. Schrock of MIT "for development of the metathesis method in organic synthesis". The discoveries of the laureates provided a chemical reaction now used daily in the chemical industry for the efficient and more environmentally friendly production of important pharmaceuticals, fuels, synthetic fibers, and many other products. This article tells the story of how olefin metathesis became a truly useful synthetic transformation and a triumph for mechanistic chemistry, and illustrates the importance of fundamental research.
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SynthesisCiting Articles
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This article has been cited by 6 ACS Journal articles (5 most recent appear below).
On the Polymerization Behavior of Telomers: Metathesis versus Thiol–Ene Chemistry
Hatice Mutlu, Andrei N. Parvulescu, Pieter C. A. Bruijnincx, Bert M. Weckhuysen, and Michael A. R. MeierMacromolecules2012 Article ASAPOn the Polymerization Behavior of Telomers: Metathesis versus Thiol–Ene Chemistry
Hatice Mutlu, Andrei N. Parvulescu, Pieter C. A. Bruijnincx, Bert M. Weckhuysen, and Michael A. R. MeierMacromolecules2012 Article ASAPThe potential of butadiene ditelomers for the synthesis of polymers has been investigated for the first time following two different approaches: acyclic diene metathesis (ADMET) polymerization and thiol–ene polyaddition. The feasibility of both step-...
Non-innocent Character of Oxyanions in Ruthenium Metathesis Catalysts
Marija Jović, Sebastian Torker, and Peter ChenOrganometallics2011 Article ASAPNon-innocent Character of Oxyanions in Ruthenium Metathesis Catalysts
Marija Jović, Sebastian Torker, and Peter ChenOrganometallics2011 Article ASAPThe synthesis, characterization, reactivity, and selectivity of six novel ruthenium metathesis catalysts containing oxyanions as ligands are described. A drop in chemoselectivity and/or reactivity in alternating ring-opening metathesis polymerization of ...
Ring-Closing Metathesis: An Advanced Guided-Inquiry Experiment for the Organic Laboratory
Hala G. Schepmann and Michelle MynderseJournal of Chemical Education2010 87 (7), 721-723Ring-Closing Metathesis: An Advanced Guided-Inquiry Experiment for the Organic Laboratory
Hala G. Schepmann and Michelle MynderseJournal of Chemical Education2010 87 (7), 721-723The design and implementation of an advanced guided-inquiry experiment for the organic laboratory is described. Grubbs’s second-generation catalyst is used to effect the ring-closing metathesis of diethyl diallylmalonate. The reaction is carried out under ...
Two Undergraduate Experiments in Organic Polymers: The Preparation of Polyacetylene and Telechelic Polyacetylene via Ring-Opening Metathesis Polymerization
Eric J. Moorhead and Anna G. WenzelJournal of Chemical Education2009 86 (8), 973Two Undergraduate Experiments in Organic Polymers: The Preparation of Polyacetylene and Telechelic Polyacetylene via Ring-Opening Metathesis Polymerization
Eric J. Moorhead and Anna G. WenzelJournal of Chemical Education2009 86 (8), 973The ruthenium-catalyzed ring-opening metathesis polymerization of 1,3,5,7-cyclooctatetraene (COT) to produce polyacetylene and a telechelic polymer of polyacetylene is described in a series of two experiments for the undergraduate laboratory. In the first ...
Nobel Chemistry in the Laboratory: Synthesis of a Ruthenium Catalyst for Ring-Closing Olefin Metathesis
George E. GrecoJournal of Chemical Education2007 84 (12), 1995Nobel Chemistry in the Laboratory: Synthesis of a Ruthenium Catalyst for Ring-Closing Olefin Metathesis
George E. GrecoJournal of Chemical Education2007 84 (12), 1995An experiment for the upper-level undergraduate laboratory is described in which students synthesize a ruthenium olefin metathesis catalyst, then use the catalyst to carry out the ring-closing metathesis of diethyl diallylmalonate. The olefin metathesis ...
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- Received: August 03, 2009
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