Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 27, Issue 29, Pages 7959-7967Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202100356
Keywords
boranil; chirality; circularly polarized luminescence; helicene; quantum chemistry
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Funding
- Agence Nationale de la Recherche [ANR-16-CE07-0019]
- Agence Nationale de la Recherche (ANR) [ANR-16-CE07-0019] Funding Source: Agence Nationale de la Recherche (ANR)
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This study successfully synthesized a series of mono- and di-boranil-substituted helicenes, and investigated their chiroptical properties using various methods; enantiomeric resolution was achieved through different experimental techniques, followed by structural analysis.
Mono- and di-boranil-substituted helicenes were prepared by BF2-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.
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