Merging polyacenes and cationic helicenes: from weak to intense chiroptical properties in the far red region

A series of helical tetracenes and pentacenes was synthesized from cationic [6] and [4]helicene precursors. These colorful acenes fluoresce in the far red region. While [4]helicene-based pentacenes exhibit chiroptical properties mainly in the UV region, [6]helicene-derived tetracenes show enhanced E...

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Bibliographic Details
Published in:Chemical science (Cambridge) 2019-12, Vol.11 (4), p.1165-1169
Main Authors: Duwald, Romain, Bosson, Johann, Pascal, Simon, Grass, Stéphane, Zinna, Francesco, Besnard, Céline, Di Bari, Lorenzo, Jacquemin, Denis, Lacour, Jérôme
Format: Article
Language:English
Subjects:
Cations
Chemical Sciences
Chemistry
Crystallography
First principles
Fluorescence
NMR
Nuclear magnetic resonance
or physical chemistry
Organic chemistry
Theoretical and
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Summary:A series of helical tetracenes and pentacenes was synthesized from cationic [6] and [4]helicene precursors. These colorful acenes fluoresce in the far red region. While [4]helicene-based pentacenes exhibit chiroptical properties mainly in the UV region, [6]helicene-derived tetracenes show enhanced ECD in the visible range, in addition to clear CPL responses. This difference is rationalized using first principles.
ISSN:2041-6520
2041-6539
DOI:10.1039/c9sc05407c