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Ylide

  • Page ID
    40729
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    A ylide is a neutral species in which there is a carbon atom bearing a formal charge of -1 bound to a heteroatom bearing a formal charge of +1. Ylides are classified based on the nature of the positively charged heteroatom. E.g.:

    ylide1.png

    Some ylides are resonance stabilized due to pπ-dπ interactions. E.g.:

    ylide2.png

    Some are by delocalization of the lone pair on the negatively charged carbon atom to a pi bond. E.g.:

    ylide3.png

    Some are by both. E.g.:

    ylide4.png

    Others are not resonance stabilized. E.g.:

    ylide5.png

    see also Wittig reagent


    This page titled Ylide is shared under a All Rights Reserved (used with permission) license and was authored, remixed, and/or curated by Gamini Gunawardena via source content that was edited to the style and standards of the LibreTexts platform; a detailed edit history is available upon request.

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