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Published on: October 15, 2019
Modulation of Chiroptical Properties in a Series of Helicene-like Compounds
Laure Guy1, Maëlle Mosser1, Delphine Pitrat1
1Université Lyon, ENS Lyon, CNRS, Université Claude Bernard Lyon 1, UMR 5182, Laboratoire de Chimie , F69342 Lyon , France.
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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