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Ylide
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===Based on nitrogen=== Certain [[nitrogen]]-based ylides also exist such as '''[[azomethine ylide]]s''' with the general structure: :[[File:Azomethine ylide 2.svg|150px]] These compounds can be envisioned as [[iminium]] cations placed next to a [[carbanion]]. The [[substituent]]s R<sub>1</sub>, R<sub>2</sub> are [[electron withdrawing group]]s. These ylides can be generated by condensation of an Ξ±-[[amino acid]] and an [[aldehyde]] or by thermal ring opening reaction of certain N-substituted [[aziridines]]. The further-unsaturated [[nitrile ylide]]s are known almost exclusively as unstable intermediates. A rather exotic family of dinitrogen-based ylides are the [[isodiazene]]s (R<sup>1</sup>R<sup>2</sup>N<sup>+</sup>=N<sup>β</sup>), which generally decompose by extrusion of dinitrogen. [[Stable carbene]]s also have a ylidic resonance contributor, ''e.g.'': :[[Image:Stable-carbene-resonance-2D.png|300px]]
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