An ylide (/ˈɪlaɪd/) or ylid (/ˈɪlɪd/) is a neutral dipolar molecule containing a formally negatively charged atom (usually a carbanion) directly attached...

chemical reaction of an aldehyde or ketone with a triphenyl phosphonium ylide called a Wittig reagent. Wittig reactions are most commonly used to convert...

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...

dipole or a nucleophilic dipole, which includes azomethine ylide, carbonyl ylide, nitrile ylide, azomethine imine, carbonyl imine and diazoalkane. These...

Corey and Michael Chaykovsky. The reaction involves addition of a sulfur ylide to a ketone, aldehyde, imine, or enone to produce the corresponding 3-membered...

Nitrile ylides also known as nitrilium ylides or nitrilium methylides, are generally reactive intermediates formally consisting of a carbanion of an alkyl...

15596-07-3) contains the C2O functionality. Sometimes called Bestmann's Ylide, it is a yellow solid. Frenking, Gernot; Tonner, Ralf "Divalent carbon(0)...

charges on adjacent atoms is called an ylide, so sometimes the carbanion form of TPP is referred to as the "ylide form". In several reactions, including...

The Peterson olefination (also called the Peterson reaction) is the chemical reaction of α-silyl carbanions (1 in diagram below) with ketones (or aldehydes)...

analogous to nitrile oxide) Carbonyl imines Some ylides Azomethine ylide Nitrile ylide (RCNCR'2) Carbonyl ylide Thiosulfines (R2CSS) Francis A. Carey, Richard...

red phosphasilene PhC(NtBu)2Si=P(tBu3C3). Reaction of tBu3C3P with the ylide Ph3P=CH2 over 48 hours and with heat induces cage opening in the same manner...

skin. Cocamidopropyl betaine Mesoionic Mesomeric betaine Osmoprotectants Ylide "Betaine". PubChem, US National Library of Medicine. 21 August 2021. Retrieved...

deprotonation takes place to produce the benzylic ylide (1). This ylide is in equilibrium with a second ylide that is formed by deprotonation of one of the...

With reducing agents such as magnesium Wittig reaction Alkene Reagent: an ylide Takai reaction Alkene Diorganochromium reagent Corey–Fuchs reactions Alkyne...

carbon tetrabromide to produce the triphenylphosphine-dibromomethylene ylide. This ylide undergoes a Wittig reaction when exposed to an aldehyde. Alternatively...

M.; Koops, Roger W.; Olden, Caroline C. (1985). "Phosphorus and sulfur ylide formation: Preparation of 1-benzoyl-2-phenylcyclopropane and 1,4-diphenyl-1...

alkoxysulfonium ion to give sulfur ylide 7 and removes the pyridinium sulfate counterion. In the last step, the ylide goes through a five-membered ring...

Ylide chemistry. 1. Bifunctional acid-base-catalyzed conversion of heterosubstituted methanes into ethylene and derived hydrocarbons. The onium ylide...

the alkoxysulfonium ion to give the sulfur ylide 7. In a five-membered ring transition state, the sulfur ylide 7 decomposes to give dimethyl sulfide and...

4-dipolars, 1,5-dipolars, and so on exist. Phosphonium ylide Diazomethane Carbonyl oxide Zwitterion Ylide 1,3-dipole 1,3-Dipolar cycloaddition Betaine IUPAC...

with an electrophile gives a resonance stabilized cation With phosphonium ylides in the Wittig reaction to give the alkenes With thiols to give the thioacetal...

mechanism of action of TPP as a coenzyme relies on its ability to form an ylide. Examples include: Present in most species pyruvate dehydrogenase and 2-oxoglutarate...

possible side-reactions: the ketone and proline to an oxazolidinone; and two copies of the aldehyde and proline decarboxylating to an azomethine ylide....

sulfonium and oxosulfonium salts affords ylides, of structure R2S+−C−−R′2 and R2S(O)+−C−−R′2. While sulfonium ylides, for instance in the Johnson–Corey–Chaykovsky...

triphenylphosphine and the diethyl azodicarboxylate into one reagent: a phosphorane ylide. Both (cyanomethylene)trimethylphosphorane (CMMP, R = Me) and...

[18F]fluoride into non-activated aromatic molecules using spirocyclic iodoium ylide based precursors. Based on their paper in Nature Communications, a patent...

phosphonium salt 7 with phenyl lithium to produce the phosphonium ylide 8. The ylide 8 is reacted with an aldehyde to produce the alkene 9. The ketal protecting...

transfer), organic electronics, switching and sensing. Amphoterism Azomethine ylide "Zwitterion". Chemistry LibreTexts. 2015-11-03. Archived from the original...

(acetyl-transferring). The thiamine pyrophosphate (TPP) converts to an ylide by deprotonation. The ylide attack the ketone group of pyruvate. The resulting adduct...

activation barriers for the step following ylide formation. If the ortho-methoxy group undergoes oxonium ylide formation, a 1,4-methyl shift can then generate...