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Updated: Aug 11, 2025

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Synthesis, structural characterization, and chiroptical properties of planarly and axially chiral boranils
Aurélie Macé1, Khaoula Hamrouni1,2, Paola Matozzo1
1Université de Rennes, CNRS, ISCR-UMR 6226, ScanMAT-UMS 2001, Rennes, France.
Abstract:
2-Amino[2.2]paracyclophane reacts with salicylaldehyde or 2-hydroxyacetophenone to yield imines that then give access to a new series of boranils (8b-d) upon complexation with BF2 . These novel boron-containing compounds display both planar and axial chiralities and were examined experimentally and computationally. In particular, their photophysical and chiroptical properties were studied and compared to newly prepared, simpler boranils (9a-d) exhibiting axial chirality only. Less sophisticated chiral architectures were shown to demonstrate overall stronger circularly polarized luminescence (CPL) activity.
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