Carbenes Stabilized by Ylides: Pushing the Limits

Fürstner, Alois; Alcarazo, Manuel; Radkowski, Karin; Lehmann, Christian W.

doi:10.1002/anie.200803200

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Carbenes Stabilized by Ylides: Pushing the Limits

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Fürstner, Alois
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Alcarazo, Manuel
Research Group Alcarazo, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Radkowski, Karin
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Lehmann, Christian W.
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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引用

Fürstner, A., Alcarazo, M., Radkowski, K., & Lehmann, C. W. (2008). Carbenes Stabilized by Ylides: Pushing the Limits. Angewandte Chemie International Edition, 47(43), 8302-8306. doi:10.1002/anie.200803200.

引用: https://hdl.handle.net/11858/00-001M-0000-0024-C2D0-7

要旨

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.