Lithium bis(trimethylsilyl)amide is a lithiated organosilicon compound with the formula LiN(Si(CH3)3)2. It is commonly abbreviated as LiHMDS or Li(HMDS)...
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Sodium bis(trimethylsilyl)amide is the organosilicon compound with the formula NaN(Si(CH3)3)2. This species, usually called NaHMDS (sodium hexamethyldisilazide)...
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Potassium bis(trimethylsilyl)amide (commonly abbreviated as KHMDS, Potassium(K) HexaMethylDiSilazide) or potassium hexamethyldisilazane is the chemical...
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Alkali metal bis(trimethylsilyl)amides result from the deprotonation of bis(trimethylsilyl)amine. For example, lithium bis(trimethylsilyl)amide (LiHMDS) is...
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remaining metal bis(trimethylsilyl)amide is then often purified by distillation or sublimation. Lithium, sodium, and potassium bis(trimethylsilyl)amides are...
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as a nucleophile under certain conditions. Lithium amide Lithium bis(trimethylsilyl)amide (LiHMDS) Lithium tetramethylpiperidide (LiTMP) Evans pKa Table...
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Tetramethylethylenediamine (redirect from 1,2-bis(dimethylamino)ethane)
TMEDA has an affinity for lithium ions. When mixed with n-butyllithium, TMEDA's nitrogen atoms coordinate to the lithium, forming a cluster of higher...
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Ba(OH)2 Lithium diisopropylamide, (LDA) C6H14LiN Lithium diethylamide, (LDEA) Sodium amide, NaNH2 Sodium hydride, NaH Lithium bis(trimethylsilyl)amide, ((CH3)3Si)2NLi...
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Rosenthal, W.L. Jolly (1966), H.F. Holtzlow (ed.), Lithium Bis(trimethylsilyl)amide and Tris(trimethylsilyl)amine, in Inorganic Syntheses, vol. 8, Hoboken...
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superseded by the related reagents sodium hydride, sodium bis(trimethylsilyl)amide (NaHMDS), and lithium diisopropylamide (LDA). Rearrangement with orthodeprotonation...
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Organolithium reagent (redirect from Alkyl lithium reagent)
cyclohexanyllithium. Common lithium amides, e.g. lithium bis(trimethylsilyl)amide and lithium diisopropylamide, are also subject to aggregation. Lithium amides adopt...
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(LDEA) (C 2H 5) 2NLi Sodium amide (NaNH2) Sodium hydride (NaH) Lithium bis(trimethylsilyl)amide [(CH 3) 3Si] 2NLi Strongest superbases are synthesised in only...
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p-toluenesulfonate Pyridinium chloride Tetrasodium EDTA Lithium diisopropylamide Lithium bis(trimethylsilyl)amide Potassium trispyrazolylborate List of copper salts...
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converted to the corresponding metal bis(trimethylsilyl)amide via salt metathesis with lithium bis(trimethylsilyl)amide. The reaction is performed in THF...
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in Lithium bis(trimethylsilyl)amide (LiHMDS) M = Na as in Sodium bis(trimethylsilyl)amide (NaHMDS) M = K as in Potassium bis(trimethylsilyl)amide (KHMDS)...
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S–N bonds. (((CH3)3Si)2N)2S is prepared by the reaction of lithium bis(trimethylsilyl)amide and SCl2. 2 ((CH3)3Si)2NLi + SCl2 → (((CH3)3Si)2N)2S + 2 LiCl...
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"Palladium-Catalyzed Synthesis of Arylamines from Aryl Halides and Lithium Bis(trimethylsilyl)amide as an Ammonia Equivalent", Org. Lett., 3 (17): 2729–2732, doi:10...
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Metal amides (redirect from Amide complex)
with the nitrogen and substituents. Metal bis(trimethylsilyl)amides form a significant subcategory of metal amide compounds. These compounds tend to be discrete...
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III to 8 was then accomplished with an aldol reaction using lithium bis(trimethylsilyl)amide (using only the epimer with correct configuration). Even more...
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sequence begins with ethyl acetate, which is activated with lithium bis(trimethylsilyl)amide at the α-position and coupled with acetone to form ethyl...
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common with all total synthetic efforts to date) to 5.12 with Lithium bis(trimethylsilyl)amide. The synthesis was completed with TROC removal (zinc, acetic...
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treated with two equivalents of a strong base (lithium diisopropylamide (LDA) or lithium bis(trimethylsilyl)amide (LHMDS) are popular choices) to both remove...
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hydrocyanation of alkenes. O-Silyl cyanohydrins are generated by the addition trimethylsilyl cyanide in the presence of a catalyst (silylcyanation). Cyanohydrins...
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are around 35–40. Lithium diisopropylamide (LDA), pKa = 36 Silicon-based amides, such as sodium and potassium bis(trimethylsilyl)amide (NaHMDS and KHMDS...
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and treating it with one equivalent of lithium bis(trimethylsilyl)amide in tetrahydrofuran (THF) at -78 °C. The resulting product was...
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application has been supplanted by other reagents such as sodium bis(trimethylsilyl)amide. The higher alkali metals are known to metalate even some unactivated...
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Persistent carbene (section Bis(trimethylsilyl)mercury)
LiOH is present in the n-butyllithium used to make the lithium amide. Titration of lithium amide can be used to determine the amount of hydroxide in solution...
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L. McCaughan, Journal of Crystal Growth 217 (2000) 287-301 Lithium bis(trimethylsilyl)amide, LiN(SiMe3)2 4039- Reacts violently with water. 70-72 °C J...
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t-butyltetrazoylmethyl sulfone the reaction conditions are either sodium bis(trimethylsilyl)amide at −70 °C in tetrahydrofuran or caesium carbonate at +70 °C. This...
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Germanium(II) hydrides (section Trimethylsilyl azide)
monomeric germylene chloride was synthesized by the reaction of a bulky lithium amide ligand and GeCl2•dioxane. Although synthesized from multiple synthetic...
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