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Carbenes Stabilized by Ylides: Pushing the Limits


  • Generous financial support from the MPG, the Spanish Ministerio de Educación y Ciencia (fellowship for M.A.), and the Fonds der Chemischen Industrie is gratefully acknowledged.


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Being neighborly: The concept of placing two reactive intermediates next to each other to gain stability is borne out in amino(ylide)carbenes (AYCs). Different kinds of ylides stabilize an adjacent singlet carbene by donation of electron density from the ylidic carbon atom into the empty p orbital to give AYCs of various structural formats (see picture) that are distinguished by their exceptionally strong σ-donor qualities.