Affiliation:
1. Institut für Anorganische Chemie Eberhard Karls Universität Tübingen Auf der Morgenstelle 18 72076 Tübingen Germany
2. Institut für Organische Chemie Eberhard Karls Universität Tübingen Auf der Morgenstelle 18 72076 Tübingen Germany
Abstract
AbstractThe 2π electron 1,3‐dipole boradigermaallyl, valence‐isoelectronic to an allyl cation, is synthesized from a bis(germylene). It reacts with benzene at room temperature by insertion of a boron atom into the benzene ring. Computational investigation of the mechanism shows the boradigermaallyl reacting with a benzene molecule in a concerted (4+3) or [π4s+π2s] cycloaddition reaction. Thus, the boradigermaallyl acts as a highly reactive dienophile in this cycloaddition reaction with nonactivated benzene as diene unit. This type of reactivity provides a novel platform for ligand assisted borylene insertion chemistry.