Ni-Catalyzed Desymmetric Radical Cross-Coupling Reaction to Access Axially Chiral Biaryls
Yue-Die Zhu, Zhen-Yao Dai, Min Jiang, Pu‐Sheng Wang
Abstract
The synthesis of axially chiral biaryls continues to garner significant attention in the scientific community. In this work, we introduce a Ni-catalyzed desymmetrization strategy for prochiral dibromoarenes, conducted under mild reaction conditions and with good functional group tolerance. This method allows for the synthesis of axially chiral biaryls from readily available coupling partners, such as aldehydes, ethers, and unactivated alkyl bromides. Moreover, this method has been successfully applied for the concise synthesis of enantioenriched azulene-embedded [7]helicene, a promising chiral organic optoelectronics material.
Topics & Concepts
HeliceneCatalysisDesymmetrizationAxial symmetryAzuleneAlkylFunctional groupEnantioselective synthesisChemistryCoupling reactionAxial chiralityCombinatorial chemistryReaction conditionsComputational chemistryOrganic chemistryMaterials scienceMoleculePolymerPhysicsQuantum mechanicsAxial and Atropisomeric Chirality SynthesisSynthesis and Properties of Aromatic CompoundsMolecular spectroscopy and chirality