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Circularly Polarized Fluorescent Helicene‐Boranils: Synthesis, Photophysical and Chiroptical Properties
Author(s) -
Macé Aurélie,
Hamrouni Khaoula,
Gauthier Etienne S.,
Jean Marion,
Vanthuyne Nicolas,
Frédéric Lucas,
Pieters Grégory,
Caytan Elsa,
Roisnel Thierry,
Aloui Faouzi,
SrebroHooper Monika,
Carboni Bertrand,
Berrée Fabienne,
Crassous Jeanne
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202100356
Subject(s) - helicene , salicylaldehyde , enantiomer , circular dichroism , fluorescence , condensation , chemistry , resolution (logic) , photochemistry , stereochemistry , organic chemistry , molecule , optics , physics , schiff base , artificial intelligence , computer science , thermodynamics
Mono‐ and di‐boranil‐substituted helicenes were prepared by BF 2 ‐borylation of the corresponding anils, readily synthesized by condensation of 2‐amino‐ and 2,15‐diamino‐helicenes with 4‐(diethylamino)salicylaldehyde. After enantiomeric resolution using HPLC, their chiroptical properties including circularly polarized fluorescence in solution and in PMMA films were investigated and rationalized with the help of NMR, X‐ray and quantum‐chemical calculations.