Axially-chiral boramidine for detailed (chir)optical studies

The inclusion of boron atoms into chiral π-conjugated systems is an effective strategy to unlock unique chiroptical properties. Herein, the preparation and characterization of a configurationally stable axially-chiral boramidine are reported, showcasing absorption in the UV domain, deep-blue fluores...

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Bibliographic Details
Published in:Chemical science (Cambridge) 2024-05, Vol.15 (17), p.653-6535
Main Authors: Saleh, Nidal, Sucre-Rosales, Estefanía, Zinna, Francesco, Besnard, Céline, Vauthey, Eric, Lacour, Jérôme
Format: Article
Language:English
Subjects:
Atomic energy levels
Chemistry
Excitation
Quantum chemistry
Spin-orbit interactions
System effectiveness
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Summary:The inclusion of boron atoms into chiral π-conjugated systems is an effective strategy to unlock unique chiroptical properties. Herein, the preparation and characterization of a configurationally stable axially-chiral boramidine are reported, showcasing absorption in the UV domain, deep-blue fluorescence ( Φ up to 94%), and ca. |10 −3 | g abs and g lum values. Detailed photophysical studies and quantum-chemical calculations clearly elucidate the deactivation pathways of the emissive state to triplet excited states, involving increased spin-orbit coupling between the lowest singlet excited state and an upper triplet state. An axially-chiral boramidine displays UV-absorption, deep-blue fluorescence ( Φ up to 94%), and |10 −3 | g abs and g lum . Deactivation pathways of the emissive state to triplet excited states, involving increased spin-orbit coupling, are identified.
ISSN:2041-6520
2041-6539
DOI:10.1039/d4sc00870g