Deprotonation of a Borohydride: Synthesis of a Carbene-Stabilized Boryl Anion

An acidic hydride! Thanks to the presence of a π‐acceptor cyclic alkyl amino carbene and of two electron‐withdrawing nitrile groups, a borohydride reacts with a base to give a carbene‐stabilized boryl anion, which reacts with carbon and metal electrophiles at the boron center. Dipp=2,6‐diisopropylph...

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Veröffentlicht in:Angewandte Chemie International Edition 2013-07, Vol.52 (29), p.7590-7592
Hauptverfasser: Ruiz, David A., Ung, Gaël, Melaimi, Mohand, Bertrand, Guy
Format: Artikel
Sprache:eng
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Zusammenfassung:An acidic hydride! Thanks to the presence of a π‐acceptor cyclic alkyl amino carbene and of two electron‐withdrawing nitrile groups, a borohydride reacts with a base to give a carbene‐stabilized boryl anion, which reacts with carbon and metal electrophiles at the boron center. Dipp=2,6‐diisopropylphenyl, KHMDS=potassium bis(trimethylsilyl)amide.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201303457