Isolation of diborenes and their 90°-twisted diradical congeners.

Böhnke, Julian; Dellermann, Theresa; Celik, Mehmet Ali; Krummenacher, Ivo; Dewhurst, Rian D; Demeshko, Serhiy; Ewing, William C; Hammond, Kai et al. · Nat Commun · 2018

basic_science · Level V

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Abstract

Molecules containing multiple bonds between atoms-most often in the form of olefins-are ubiquitous in nature, commerce, and science, and as such have a huge impact on everyday life. Given their prominence, over the last few decades, frequent attempts have been made to perturb the structure and reactivity of multiply-bound species through bending and twisting. However, only modest success has been achieved in the quest to completely twist double bonds in order to homolytically cleave the associated π bond. Here, we present the isolation of double-bond-containing species based on boron, as well as their fully twisted diradical congeners, by the incorporation of attached groups with different electronic properties. The compounds comprise a structurally authenticated set of diamagnetic multiply-bound and diradical singly-bound congeners of the same class of compound.