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Migratory insertion information


In organometallic chemistry, a migratory insertion is a type of reaction wherein two ligands on a metal complex combine. It is a subset of reactions that very closely resembles the insertion reactions, and both are differentiated by the mechanism that leads to the resulting stereochemistry of the products. However, often the two are used interchangeably because the mechanism is sometimes unknown. Therefore, migratory insertion reactions or insertion reactions, for short, are defined not by the mechanism but by the overall regiochemistry wherein one chemical entity interposes itself into an existing bond of typically a second chemical entity e.g.:[1]

  1. ^ Elschenbroich, C. (2006). Organometallics. Weinheim: Wiley-VCH. ISBN 978-3-527-29390-2.

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Migratory insertion

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In organometallic chemistry, a migratory insertion is a type of reaction wherein two ligands on a metal complex combine. It is a subset of reactions that...

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Insertion reaction

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de-insertion of CO and alkenes, are of fundamental significance in many catalytic cycles as well. Widely employed applications of migratory insertion of...

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Hydroformylation

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the rate of migratory insertion of the carbonyl into the carbon-metal bond of the alkyl must be relatively fast. The rate of insertion of the carbonyl...

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Polyketone

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open coordination site or ethylene ligand, and is unable to undergo migratory insertion. Instead, solvolysis by methanol occurs, which gives the undesired...

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Intramolecular Heck reaction

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yields complex II, and migratory insertion of the alkene into the carbon-palladium bond establishes the key carbon-carbon bond. Insertion takes place in a suprafacial...

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Cativa process

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formal insertion of the iridium(I) centre into the carbon-iodine bond of methyl iodide. After ligand exchange (iodide for carbon monoxide), the migratory insertion...

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Organometallic chemistry

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substitution oxidative addition and reductive elimination transmetalation migratory insertion β-hydride elimination electron transfer carbon-hydrogen bond activation...

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Metal sulfur dioxide complex

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of these compounds has provided insights into the mechanisms of migratory insertion reactions. Sulfur dioxide forms complexes with many transition metals...

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Hydrogenation

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LnMH2(CH2=CHR) transfer of one hydrogen atom from the metal to carbon (migratory insertion): LnMH2(CH2=CHR) → LnM(H)(CH2−CH2R) transfer of the second hydrogen...

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Fischer carbene

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ligands, becomes more electron poor, facilitating migratory insertion to the CO ligand. This migratory insertion gives a chromium metallacyclopropanone, which...

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List of inorganic reactions

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reaction Meerwein–Ponndorf–Verley reduction Mercuration Methylation Migratory insertion Negishi coupling Nicholas reaction Nitrosylation Noyori asymmetric...

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Sharpless asymmetric dihydroxylation

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intermediate (see below). This intermediate would then undergo a 1,1- migratory insertion to form an osmylate ester which after hydrolysis would give the corresponding...

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Larock indole synthesis

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to the Pd(II) by ligand exchange. A migratory insertion causes the alkyne to undergo regioselective syn-insertion into arylpalladium bond. Regioselectivity...

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Wacker process

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complex promotes β-hydride elimination, then subsequent 1,2-hydride migratory insertion generates Pd(Cl2)(OH)(-CHOHR-CH3) complex. This undergoes β-hydride...

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Agostic interaction

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function in alkene polymerization and stereochemistry, as well as migratory insertion. IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book")...

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Hydrocyanation

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gives the intermediate M(H)(CN)Ln(alkene), which then undergoes migratory insertion to give an alkylmetal cyanide. The cycle is completed by the reductive...

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Organochromium chemistry

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side-on addition of an ethylene unit and a polymer chain can grow by migratory insertion. Chromium compounds also catalyse the trimerization of ethylene to...

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Hydrocupration

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it pertains to copper hydride-mediated hydroboration, after 1,2-migratory insertion (M.I.), a transmetalation can take place with pinacolborane (HBPin)...

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Transition metal alkene complex

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character upon complexation. Most famously, the alkene ligand undergoes migratory insertion, wherein it is attacked intramolecularly by alkyl and hydride ligands...

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Carbometalation

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This zirconium cation can coordinate an alkene or alkyne where migratory insertion of a methyl then takes place. The resultant vinyl or alkyl zirconium...

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Concurrent tandem catalysis

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hydrogen/carbon monoxide atmosphere and consists of four stages: metal insertion, migratory insertion, heterolytic cleavage, and ligand exchange. Breit et al. generated...

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Stille reaction

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insert across a vinyl tin double bond. After β-hydride elimination, migratory insertion, and protodestannylation, a 1,2-disubstituted olefin can be synthesized...

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