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Updated: Sep 13, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Modular Assembly of Unsymmetric 3,4-Dihydro-BINAP Derivatives via Electrophilic Phosphinative Cyclization of Alkynes
Liqiao Han1, Zhe Tang1, Dawei Wang2
1College of Chemistry and Pingyuan Laboratory, Zhengzhou University, Zhengzhou450001, P. R. China.
Abstract:
A modular assembly strategy has been developed for the efficient construction of BINAP-type derivatives featuring a novel 3,4-dihydrobinaphthyl backbone. The unsymmetric framework integrates four tunable modules. The presynthesized alkyne substrate bearing a naphthyl module undergoes a Tf2O-promoted phosphination/cyclization cascade process with diarylphosphine oxide to efficiently assemble the 3,4-dihydronaphthyl module along with the adjacent phosphine module. By employing a dinitrogen ligand, the subsequent nickel-catalyzed C-P cross-coupling reaction transfers the naphthyl-tethered triflate group into the second phosphine module with enhanced efficiency. The phosphoryl and thiophosphoryl groups were also introduced to modify the two distinct phosphine groups. In preliminary catalytic applications, 3,4-dihydro-BINAP outperforms the unmodified BINAP in two cases, highlighting the practical value of the ligand.
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