organometallic chemistry, organolithium reagents are chemical compounds that contain carbon–lithium (C–Li) bonds. These reagents are important in organic...
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Metalation (section Organolithium reagent)
reagent deprotonating an organic molecule to create a new organometallic reagent. The most common classes of metallated compounds are organolithium reagents...
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reaction scheme. In this aspect, they are similar to organolithium reagents. Grignard reagents are rarely isolated as solids. Instead, they are normally...
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N-Butyllithium (category Organolithium compounds)
n-Butyllithium C4H9Li (abbreviated n-BuLi) is an organolithium reagent. It is widely used as a polymerization initiator in the production of elastomers...
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solids.[citation needed] These reagents are useful because, unlike related Grignard reagents and organolithium reagents, they react with organic halides...
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copper(I) halide and organolithium are combined. In conjunction with Lewis acidic additives such as boron trifluoride etherate, these reagents are used for conjugate...
15 KB (1,732 words) - 05:45, 8 November 2023
This is a list of inorganic and organic reagents commonly used in chemistry. Reagents are "substances or compounds that are added to a system in order...
15 KB (264 words) - 18:51, 14 August 2022
Sec-Butyllithium (category Organolithium compounds)
formula CH3CHLiCH2CH3, abbreviated sec-BuLi or s-BuLi. This chiral organolithium reagent is used as a source of sec-butyl carbanion in organic synthesis...
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through an intermediate hydrazone in the presence of 2 equivalents of organolithium reagent. The reaction was discovered by Robert H. Shapiro in 1967. The Shapiro...
10 KB (1,023 words) - 18:51, 26 September 2024
Methyllithium (category Organolithium compounds)
Methyllithium is the simplest organolithium reagent, with the empirical formula CH3Li. This s-block organometallic compound adopts an oligomeric structure...
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treatment of this species with an organometallic reagent such as a Grignard reagent or organolithium reagent. Nahm and Weinreb also reported the synthesis...
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when the reagents are a weak acid and a weak base, a pH meter or a conductance meter are used. For very strong bases, such as organolithium reagent, metal...
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Formylation of this structure was then achieved through using the organolithium reagent n-butyllithium followed by quenching with N,N-dimethylformamide...
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substitution properties. Neophyl chloride is used to form a versatile organolithium reagent, neophyl lithium, by reaction with lithium. Neophyl chloride was...
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allows for mono-addition of an organometallic reagent such as a Grignard reagent or organolithium reagent to an amide. Weinreb received his PhD for work...
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usually with acid- or base-catalysis. Carbonation of a Grignard reagent and organolithium reagents: RLi + CO2 → RCO−2Li+ RCO−2Li+ + HCl → RCO2H + LiCl Halogenation...
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intermediates in organic chemistry. In organic synthesis, organolithium reagents and Grignard reagents are commonly treated and referred to as "carbanions."...
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the organolithium reagent (RLi > LiNR2) The Lewis basicity of the heteroatom substituent (N > O > S) When both the Lewis acidity of the organolithium compound...
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Bodroux–Chichibabin aldehyde synthesis Fujimoto–Belleau reaction Organolithium reagents Sakurai reaction Indium-mediated allylation Alkynylation Smith,...
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were first described by Charles R. Hauser in 1947. Compared with organolithium reagents, the magnesium compounds have more covalent, and therefore less...
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an imine With secondary amine gives an enamine With Grignard and organolithium reagents to give, after aqueous workup, a tertiary alcohol With an alcohols...
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aggregates of organolithium species. Magnesium–halogen exchange Grignard reagents can be prepared by treating a preformed Grignard reagent with an organic...
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Alkynylation (section Grignard reagents)
2-methyl-3-butyn-2-ol from acetylene and acetone. Alkylation Methylation Organolithium reagent Organosodium chemistry Sonogashira coupling Glaser coupling Cadiot–Chodkiewicz...
12 KB (1,249 words) - 07:49, 9 May 2024
Lithium bis(trimethylsilyl)amide (category Organolithium compounds)
use for atomic layer deposition of lithium compounds. Like many organolithium reagents, lithium bis(trimethylsilyl)amide can form aggregates in solution...
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Organozinc chemistry (redirect from Alkylzinc reagent)
reactive than many other analogous organometallic reagents, such as Grignard and organolithium reagents. In 1848 Edward Frankland prepared the first organozinc...
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of the cyanohydrin. Organometallic compounds, such as organolithium reagents, Grignard reagents, or acetylides, undergo nucleophilic addition reactions...
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fine chemicals, organolithium compounds function as strong bases and as reagents for the formation of carbon-carbon bonds. Organolithium compounds are prepared...
141 KB (13,748 words) - 12:20, 28 October 2024
Carbolithiation is the addition of an organolithium reagent across a carbon-carbon pi-bond. The organolithium reagents used in this transformation can be...
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Weinreb amide. When a carbon nucleophile – such as a Grignard or organolithium reagent – adds to a Weinreb amide, the metal is chelated by the carbonyl...
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reaction, and Barbier reaction or reactions involving organolithium reagents and acetylides. These reagents are often used to perform nucleophilic additions...
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