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Published on: June 10, 2021
Synthesis and properties of chiral fluorescent helicene-BODIPY conjugates
Pau Moneva Lorente1, Antoine Wallabregue, Francesco Zinna
1Department of Organic Chemistry, University of Geneva, Quai Ernest Ansermet 30, 1211 Geneva 4, Switzerland. jerome.lacour@unige.ch.
Abstract:
A series of chiral fluorescent helicene-BODIPY conjugates was prepared by the regioselective formylation of aza[4]helicene precursors and then an efficient one-pot two-step BODIPY synthesis (13 examples, 28-82%). Fused conjugates exhibit absorption and fluorescence properties (ΦF 30-45%) in the red visible domain, and a CPL signature could be measured at 605 nm (glum ±5 × 10-4). Photophysical and electronic properties were investigated and rationalized through first principles.
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