Synthesis and Structure of a Carbene‐Stabilized π‐Boryl Anion

Holger Braunschweig, Ching‐Wen Chiu, Krzysztof Radacki, Thomas Kupfer

Angewandte Chemie International Edition · 2010 · 216 citations · 53 references

Concepts

Abstract

Attack with π electrons: Reduction of a chloroborole coordinated by an N-heterocyclic carbene results in the formation of a carbene-stabilized borole monoanion (see scheme; Mes=mesityl), the molecular structure of which has been determined by X-ray analysis. Computational and reactivity studies of this boracycle confirm the presence of a π-nucleophilic boron atom, which represents a rare example in the chemistry of boryl anions.

References

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