chemistry, an iminium cation is a polyatomic ion with the general structure [R1R2C=NR3R4]+. They are common in synthetic chemistry and biology. Iminium cations...
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pathway. The driving force for this reaction is the electrophilicity of the iminium ion generated from the condensation of the aldehyde and amine under acid...
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Bis(triphenylphosphine)iminium chloride is the chemical compound with the formula [((C6H5)3P)2N]Cl, often abbreviated [(Ph3P)2N]Cl, where Ph is phenyl...
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reactions, the anion is PO2Cl2−. The iminium cation [(CH3)2N=CHCl]+ is the reactive component of interest. This iminium species is a derivative of the imidoyl...
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carbon dioxide and methylamine as side products. In this reaction, an iminium cation is formed as an intermediate which is reduced by the second equivalent...
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compounds to form iminium ions is often unfavorable, sometimes requiring harsh dehydrating conditions. Thus, alternative methods for iminium ion generation...
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An intermolecular formal [3+3] cycloaddition between an cyclic iminium chloride and cyclopentenone....
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good leaving group for formation of the iminium ion, in accordance with its usage in iminium ion generation. Iminium ion generation from cyanomethyl groups...
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chloride (SnCl2), hydrochloric acid (HCl) and quenching the resulting iminium salt ([R-CH=NH2]+Cl−) with water (H2O). During the synthesis, ammonium...
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of an active enamine nucleophile) or iminium catalysis (by forming catalytic quantities of an activated iminium electrophile). This mechanism is typical...
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forming an iminium ion with carbonyl groups of α,β-unsaturated aldehydes (enals) and enones in a rapid chemical equilibrium. This iminium activation lower...
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each resonance structure, exactly one nitrogen atom is oxidized to an iminium. Typically, they form part of a nitrogenous heterocyclic system. The main...
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Mercuric ions reversibly oxidize tertiary amines with an α hydrogen to iminium ions: Hg 2 + + R 2 NCH 2 R ′ ↽ − − ⇀ Hg + [ R 2 N = CHR ′ ] + + H + {\displaystyle...
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The mechanism of the Mannich reaction starts with the formation of an iminium ion from the amine and formaldehyde.: 140 The compound with the carbonyl...
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Network PPN+ or [(Ph3P)2N]+ cation, produced from Bis(triphenylphosphine)iminium chloride This disambiguation page lists articles associated with the title...
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and can exist as either the uronium salt (O-form) or the less reactive iminium salt (N-form). HATU was initially reported as the O-form using the original...
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The lactol opens and produces an aldehyde, then condenses to form an iminium. Through isomerization and reduction by geissoschizine synthase 1 (GS1)...
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Azomethine ylide (section From imines and iminiums)
Azomethine ylides are nitrogen-based 1,3-dipoles, consisting of an iminium ion next to a carbanion. They are used in 1,3-dipolar cycloaddition reactions...
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boiling a solution of Nile blue with sulfuric acid. This process replaces an iminium group with a carbonyl group. Alternatively, Nile red and its analogs (naphthooxazine...
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any primary or secondary amine to produce resonance stabilized imine (iminium ion or imine salt). The addition of a carbanion from a CH acidic compound...
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formation of the tertiary amine is more favorable, as the intermediate in iminium ion is formed without needing to protonate. Hence the treatment of a primary...
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dehydrogenase (MTHFD2) oxidizes 5,10-methylenetetrahydrofolate to an iminium cation which in turn is hydrolyzed to produce 5-formyl-THF and 10-formyl-THF...
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the carbonyl is converted to the iminium ion: NH4HCO2 ⇌ NH3 + HCO2H NH3 + R2C=O + HCO2H → R2C=NH+2 + HCO−2 The iminium is then reduced by the formate:...
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parent amines, imines are mildly basic and reversibly protonate to give iminium salts: R2C=NR' + H+ ↽ − ⇀ {\displaystyle {\ce {<=>>}}} [R2C=NHR']+ Alternatively...
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N-methyl group, supplied by S-adenosyl methionine (SAM), is oxidized to an iminium ion, and a cyclization to the aromatic ring occurs by virtue of the phenolic...
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Schiff base. The reaction of ninhydrin with secondary amines gives an iminium salt, which is also coloured, generally being yellow–orange. "Indan-1,2...
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derivatives) Hydrazinediium ([H3N−NH3]2+ and substituted derivatives) Iminium ([H2C=NH2]+ and substituted derivatives) Diazonium ([H−N≡N]+ and substituted...
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00131-1. ISBN 978-0-08-052349-1. Grieco, P. A.; Larsen, S. D. (1990). "Iminium Ion-Based Diels–Alder Reactions: N-Benzyl-2-Azanorborene" (PDF). Organic...
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linear acyl derivatives from the nucleophilic abstraction reaction. An iminium ion reacts with a halonium ion formed in situ by reaction of an alkene...
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The enamine nucleophile can attack haloalkanes to form the alkylated iminium salt intermediate which then hydrolyzes to regenerate a ketone (a starting...
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