Topic
Metathesis
About: Metathesis is a research topic. Over the lifetime, 9246 publications have been published within this topic receiving 250828 citations.
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TL;DR: Olefin metathesis as discussed by the authors is a metal-catalyzed exchange of alkylidene moieties between alkenes, which can induce both cleavage and formation of CC double bonds.
Abstract: Transition metal catalyzed CC bond formations belong to the most important reactions in organic synthesis. One particularly interesting reaction is olefin metathesis, a metal-catalyzed exchange of alkylidene moieties between alkenes. Olefin metathesis can induce both cleavage and formation of CC double bonds. Special functional groups are not necessary. Although this reaction—which can be catalyzed by numerous transition metals—is used in industry, its potential in organic synthesis was not recognized for many years. The recent abrupt end to this Sleeping-Beauty slumber has several reasons. Novel catalysts can effect the conversion of highly fictionalized and sterically demanding olefins under mild reaction conditions and in high yields. Improved understanding of substrate–catalyst interaction has greatly contributed to the recent establishment of olefin metathesis as a synthetic method. In addition to the preparation of polymers with fine-tuned characteristics, the metathesis today also provides new routes to compounds of low molecular weight. The highly developed ring-closing metathesis has been proven to be key step in the synthesis of a growing number of natural products. At the same time interesting applications can be envisioned for newly developed variants of bimolecular metathesis. Improvements in the selective cross-metathesis of acyclic olefins as well as promising attempts to include alkynes as viable substrates provide for a vivid development of the metathesis chemistry.
745 citations
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TL;DR: Olefin metathesis opens up new industrial routes to important petrochemicals, oleochemicals, polymers, and specialty chemicals, such as polymers as discussed by the authors.
Abstract: Olefin metathesis opens up new industrial routes to important petrochemicals, oleochemicals, polymers, and specialty chemicals. Industrial applications of the olefin metathesis reaction known until 1997 have been described elsewhere, including processes that have not been commercialized and processes that are no longer commercial [1]. Here we will discuss the present situation.
736 citations
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703 citations
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691 citations
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TL;DR: In this article, a structural analysis of hydride and hydrocarbyl derivatives of permethylscandocene has been carried out, and the possibility of involvement of the π-bond system in electrophilic activation of aromatic and vinylic C-H bonds has been examined.
Abstract: The authors report herein synthetic and structural studies of hydride and hydrocarbyl derivatives of permethylscandocene, together with investigations of their reactivities with H/sub 2/ and hydrocarbons. Experiments designed to probe the mechanism of these processes have been carried out, and the possibility of involvement of the ..pi.. system in electrophilic activation of aromatic and vinylic C-H bonds has been examined. A picture of the transition state for such sigma-bond metathesis reactions is developed, which accounts for the relative reactivities of sp-, sp/sup 2/-, and sp/sup 3/-hybridized C-H bonds with Cp*/sub 2/Sc-R (R = H, alkyl, aryl).
663 citations