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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 ...
The Suzuki reaction or Suzuki coupling is an organic reaction that uses a palladium complex catalyst to cross-couple a boronic acid to an organohalide. [1] [2] [3] It was first published in 1979 by Akira Suzuki, and he shared the 2010 Nobel Prize in Chemistry with Richard F. Heck and Ei-ichi Negishi for their contribution to the discovery and development of noble metal catalysis in organic ...
The Shapiro reaction can also be combined with the Suzuki reaction to produce a variety of olefin products. Keay and coworkers have developed methodology that combines these reactions in a one pot process that does not require the isolation of the boronic acid, a setback of the traditional Suzuki coupling. This reaction has a wide scope ...
Heck was awarded the 2010 Nobel Prize in Chemistry, which he shared with Ei-ichi Negishi and Akira Suzuki, for the discovery and development of this reaction. This reaction was the first example of a carbon-carbon bond-forming reaction that followed a Pd(0)/Pd(II) catalytic cycle, the same catalytic cycle that is seen in other Pd(0)-catalyzed ...
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 ...
At MIT Schrock was the first to elucidate the structure and mechanism of so-called 'black box' olefin metathesis catalysts. He showed that the alpha abstraction reaction could be used to prepare molybdenum or tungsten alkylidene and alkylidyne complexes in large variety through ligand variations.
He then extended his experimentation to internal olefins and cyclic olefins, substances that are not normally polymerized by could serve as olefin metathesis substrates. [7] Many researchers followed on Eleuterio's initial discovery, [ 8 ] culminating in the 2005 Nobel Prize to Chauvin, Grubbs, and Schrock for the development of olefin ...
They identified a Ru(II) carbene as an effective metal center and in 1992 published the first well-defined, ruthenium-based olefin metathesis catalyst, (PPh 3) 2 Cl 2 Ru=CHCH=CPh 2. [39] Metathesis Grubbs 1992. The corresponding tricyclohexylphosphine complex (PCy 3) 2 Cl 2 Ru=CHCH=CPh 2 was also shown to be active. [42]