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2. Ring closing metathesis (RCM):

Grubbs' Catalysts are a series of transition metal carbene complexes used as catalysts for olefin metathesis. They are named after Robert H. , the chemist who first synthesized them. There are two generations of the catalyst, as shown on the right. In contrast to other olefin metathesis , Grubbs' catalysts tolerate other functional groups in the alkene, are air-tolerant and are compatible with a wide range of solvents. For these reasons, Grubbs' catalysts have become popular in synthetic organic chemistry.

Metathesis reaction is a type of, which include combination, decomposition, anddisplacement.

A reaction such asin which the cations and anions exchange partners is calledmetathesis. In actual fact, the chemistry takes place in several steps.

Key processes in ruthenium-catalysed olefin metathesis.

From the observation point of view, metathesis reactionscan be further divided into three classes:

Alkene metathesis, also known as Olefin metathesis, was the subject of the 2005 Nobel Prize in Chemistry. The reaction involves the rearrangement of carbon-carbon double bonds, through the use of metal catalysts, such as the Grubbs Ru catalyst, Schrock W, Mo, and Re catalysts, and titanocene-based catalysts. Note: Olefin is merely another term for alkene.

The most commonly accepted mechanism of the Olefin metathesis involves the formation of a metallacyclobutane intermediate, as seen in the below diagram:

Covering the complete breadth of the olefin metathesis reaction

Note: LuRn=CH2 is a simplified drawing of the Ruthenium Grubbs catalyst. The catalyst used in the reaction is recreated at the end of the reaction (RuLn=CH2). “M” in the mechanism refers to the metal present in the catalyst for Olefin Metathesis (usually Ru, W, or Mo).

Olefin metathesis is used to form polymers to create materials for bathroom sinks, stronger baseball bats, tank armor, Hepatitis C and Osteoporosis drugs, candles and for pest control.

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Olefin metathesis | Wiki | Everipedia

In the orgotar world, mastering alkene metathesis means you are one of the strongest firebenders on the planet, because alkene metathesis is so useful. The founder of Alkene Metathesis, Firebending Master Grubbs, won the Nobel Orgotar Prize in 2005.

Olefin Metathesis | Chemical Reactions | Polymerization

The transalkylidenation of two terminal alkenes under release of ethene, catalyzed by ruthenium carbenoids (Grubbs Catalyst). Two main issues associated with cross metathesis include:

Metathesis Reactions - University of Waterloo

Ring Opening Metathesis requires a strained ring to proceed. Follows cross metathesis. An example reaction of a ROMP reaction can be seen below:

Key processes in ruthenium-catalysed olefin metathesis

Metathesis Portal. First reported in 1955 by Anderson et al. using a Ti(II) catalyst, for the polymerization of norbornene, the metathesis reaction gained interests and popularity over the last decade. Further investigations in the mechanism of the transformation by Chauvin sparked the development of novel more well-defined metathesis catalysts. Independently, Grubbs and Schrock reported novel functional-group tolerant catalysts. This breakthrough in olefin metathesis was rewarded in 2005 by a Nobel Prize to Chauvin, Grubbs, and Schrock for their contributions. The development of this technology over the years, brought to the forefront the use of Molybdenum, Ruthenium, and Tungsten as metals for metathesis.

Key processes in ruthenium-catalysed olefin metathesis ..

To remedy the air sensitivity of the Schrock systems, XiMo developed a new process to encapsulate various Molybdenum based catalyst in microcrystalline wax. This wax protects the catalyst from air and allow the setup of reactions for metathesis with less drastic conditions. As a proof of concept, the team of researchers at XiMo ran several cross metathesis and ring closing metathesis reactions using basic schlenk techniques.


The first 2 catalysts offered are XiMoPac-Mo001 and XiMoPac-Mo003, two Molybdenum based aryl-oxide catalysts. XiMoPac-Mo001 has showed great results in cross metathesis and ring closing metathesis and XiMoPac-Mo003 is an efficient catalyst for enantioselective alkene metathesis.

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