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Ylide

An ylide (/ˈɪlaɪd/) or ylid (/ˈɪlɪd/) is a neutral dipolar molecule containing a formally negatively charged atom (usually a carbanion) directly attached to a heteroatom with a formal positive charge (usually nitrogen, phosphorus or sulfur), and in which both atoms have full octets of electrons. The result can be viewed as a structure in which two…

Other types, Phosphonium ylides & Reactions

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Overview

Resonance structures

Phosphonium ylides

Non-symmetric phosphorus ylides

Other types

Reactions

Advanced semantic analysis

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Map overview Semantic statistics

Ylide

Nodes71
Edges70
Triples58
Avg. degree1.97
Density0.028169
Components1

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Ylide

Top relations

related to Phosphonium ylides · 9
Ylide → Because, Due, Phosphonium, SN2, The, This, Typically, Wittig, Ylides
related to Non-symmetric phosphorus ylides · 7
Ylide → Me, OMe, Ph, Ph2PCH2CH2PPh2, Ph2PCH2PPh2, The, These
related to Other · 7
Ylide → After, Compared, Halonium, Like, Tebbe's, The, Wittig
related to Based on nitrogen · 6
Ylide → Certain, N-substituted, R1, R2, The, These
related to Based on oxygen · 6
Ylide → Carbonyl, Oxonium, R'R, RR, RR'-O, RR'C
related to Dehydrocoupling with silanes · 4
Ylide → H2, In, SiMe3, This
related to Resonance structures · 4
Ylide → Consequently, Coulombic, Many, The
related to Based on sulfur · 3
Ylide → Corey-Chaykovsky, Other, Stevens
related to Dipolar cycloadditions · 3
Ylide → For, Prato, Some
related to Sigmatropic rearrangements · 3
Ylide → Many, The Sommelet-Hauser, The Stevens

Important terminology Word statistics

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Important terminology

ylides reaction phosphorus wittig phosphonium reagents structure compounds carbanion atom form forms reagent positive charge bond atoms carbenes dipolar nitrogen

Entity relationships Subject–Predicate–Object triples

SubjectPredicateObjectConfidenceSrc
Ylideis adipole in the Prato reaction with fullerenes.Dehydrocoupling with silanesIn the presence of the group 3 homoleptic catalyst Y0.90text
Ylideis adipole in the Prato reaction with fullerenes0.90text
azomethine ylides with the general structureinstance ofare formed by the reaction of ethers with electrophilic carbenes.Based on nitrogenCertain nitrogen-based ylides also exist0.80text
azomethine ylides with the general structureinstance ofBased on nitrogenCertain nitrogen-based ylides also exist0.80text
Yliderelated to Based on nitrogenCertain0.60section
Yliderelated to Based on nitrogenThese0.60section
Yliderelated to Based on nitrogenThe0.60section
Yliderelated to Based on nitrogenR10.60section
Yliderelated to Based on nitrogenR20.60section
Yliderelated to Based on nitrogenN-substituted0.60section
Yliderelated to Based on oxygenCarbonyl0.60section
Yliderelated to Based on oxygenRR'C0.60section

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    Min side: 3
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