Modulation of Chiroptical Properties in a Series of Helicene-like Compounds - Archive ouverte HAL
Journal Articles Journal of Organic Chemistry Year : 2019

Modulation of Chiroptical Properties in a Series of Helicene-like Compounds

Abstract

We describe a large-scale synthesis of a series of helicene-like compounds based on a dibenzo[c]acridine fragment by the Friedlander reaction. The series includes targeted constrained (closed) derivatives comprising 11 rings that exhibit very intense circularly polarized luminescence (CPL) (glum = 8 × 10–3) contrary to their nonconstrained (open) 10-ring precursors that are not CPL active. The relationship between structure and chiroptical properties in the series is discussed with the aid of quantum-chemical calculations.
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Dates and versions

hal-02316017 , version 1 (15-10-2019)

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Laure Guy, Maëlle Mosser, Delphine Pitrat, Jean-Christophe Mulatier, Mercedes Kukułka, et al.. Modulation of Chiroptical Properties in a Series of Helicene-like Compounds. Journal of Organic Chemistry, 2019, 84 (17), pp.10870-10876. ⟨10.1021/acs.joc.9b01465⟩. ⟨hal-02316017⟩
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