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Prior to the introduction of this chromium-based protocol, olefination reactions generally gave Z alkenes or mixtures of isomers. [1] Similar olefination reactions had been performed using a variety of reagents such as zinc and lead chloride; [5] however, these olefination reactions often lead to the formation of diols—the McMurry reaction—rather than the methylenation or alkylidenation of ...
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On the right, an empty pi-antibonding orbital on C 2 H 4 overlaps with a filled d-orbital on the metal. The Dewar–Chatt–Duncanson model is a model in organometallic chemistry that explains the chemical bonding in transition metal alkene complexes. The model is named after Michael J. S. Dewar, [1] Joseph Chatt and L. A. Duncanson. [2] [3]
Alkene substrates with a tethered nitrogen nucleophile have been used in these transformations to promote intramolecular aminocyclization. [ 5 ] [ 6 ] While intermolecular carboamination is extremely hard, people have developed a strategy to combine the nitrogen and carbon part, which is known as the third class.
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A carbometallation is any reaction where a carbon-metal bond reacts with a carbon-carbon π-bond to produce a new carbon-carbon σ-bond and a carbon-metal σ-bond. [1] The resulting carbon-metal bond can undergo further carbometallation reactions (oligomerization or polymerization see Ziegler-Natta polymerization) or it can be reacted with a variety of electrophiles including halogenating ...
Most 1-bromoalkanes are prepared by free-radical addition of hydrogen bromide to the 1-alkene, which is 1-pentene in the case of 1-bromopentane. These conditions lead to anti-Markovnikov addition, giving the 1-bromo derivative. [2] It is also formed by the reaction of 1-pentanol with hydrogen bromide.
The largest example of this takes place in the alkylation units of petrochemical plants, which convert low-molecular-weight alkenes into high octane gasoline components. Electron-rich species such as phenols are also commonly alkylated to produce a variety of products; examples include linear alkylbenzenes used in the production of surfactants ...