Inhaltspezifische Aktionen

Mai

Bild des Monats Mai 2022

1,2-Carboboration of allenes: A new way to synthesize 1,4-dienes

The direct carboboration of a double or triple bond, simultaneously forming a new C−C and C−B bond, is an attractive method for the synthesis of organboranes, important intermediates for pharmaceuticals. However, direct carboboration reactions are usually limited to specific Lewis acidic boranes.  We reported now found a more general way for synthesizing Lewis acidic alkenylboranes, which readily undergo carboboration reactions (https://doi.org/10.1002/chem.202200470). These boranes transfer under mild conditions the alkenyl group in a regioselective 1,2-carboboration to arylallenes. The products of this reaction are well suited for the palladium-catalyzed synthesis of aryl-substituted 1,4-dienes. The picture shows crystals of one of the 1,4-dienes and the molecular structure that was derived from single-crystal X-ray diffraction.

Dieses Bild wurde eingereicht von Dr. Urs Gellrich.


Weitere Einblicke in die Arbeiten der am ZfM beteiligten Arbeitsgruppen finden sie in der Galerie der Bilder des Monats.