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In organic chemistry, olefin metathesis is an organic reaction that entails the redistribution of fragments of alkenes (olefins) by the scission and regeneration of carbon-carbon double bonds. [1] [2] Because of the relative simplicity of olefin metathesis, it often creates fewer undesired by-products and hazardous wastes than alternative ...
In organic chemistry, ethenolysis is a chemical process in which internal olefins are degraded using ethylene (H 2 C=CH 2) as the reagent. The reaction is an example of cross metathesis . The utility of the reaction is driven by the low cost of ethylene as a reagent and its selectivity.
The metal-mediated processes include a carbonyl-olefination and an olefin–olefin metathesis event. There are two general mechanistic schemes to perform this overall transformation: one, reaction of a [M=CHR 1] reagent with an alkene to generate a new metal alkylidene, which then couples with a carbonyl group to form the desired substituted alkene and an inactive [M=O] species (type A); two ...
Salt metathesis is a common technique for exchanging counterions. The choice of reactants is guided by a solubility chart or lattice energy. HSAB theory can also be used to predict the products of a metathesis reaction. Salt metathesis is often employed to obtain salts that are soluble in organic solvents.
The second-generation catalyst has the same uses in organic synthesis as the first generation catalyst, but generally with higher activity. This catalyst is stable toward moisture and air, thus is easier to handle in laboratories.
Ring-closing metathesis has also been used to cyclize rings containing an alkyne to produce a new terminal alkene, or even undergo a second cyclization to form bicycles. This type of reaction is more formally known as enyne ring-closing metathesis. [7] [45]
Many mechanisms exist reflecting the myriad types of cross-couplings, including those that do not require metal catalysts. [7] Often, however, cross-coupling refers to a metal-catalyzed reaction of a nucleophilic partner with an electrophilic partner. Mechanism proposed for Kumada coupling (L = Ligand, Ar = Aryl).
An enyne metathesis is an organic reaction taking place between an alkyne and an alkene with a metal carbene catalyst forming a butadiene. This reaction is a variation of olefin metathesis. [1] The general scheme is given by scheme 1: When the reaction is intramolecular (in an enyne) it is called ring-closing enyne metathesis or RCEYM (scheme 2):