Title
Synthesis, structural characterization, and chiroptical properties of planarly and axially chiral boranils
Author
Aurélie Macé, Khaoula Hamrouni, Paola Matozzo, Max Coehlo, Jakub Firlej, Faouzi Aloui, Nicolas Vanthuyne, Elsa Caytan, Marie Cordier, Grégory Pieters, Monika Srebro-Hooper, Fabienne Berrée, Bertrand Carboni, Jeanne Crassous
Year
2023
Journal
Chirality
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.
Instrument
LC-2000, CPL-300, P-2000, J-815
Keywords
synthesis, structural characterization, shiroptical