Four-Fold Alkyne Benzannulation: Synthesis, Properties, and Structure of Pyreno[a]pyrene-Based Helicene Hybrids

The synthesis of pyreno­[a]­pyrene-based helicene hybrids was achieved in good yield via a four-fold alkyne benzannulation reaction that was promoted by Brønsted acid. The molecules are configurationally locked, allowing the enantiomers to be separated using chiral HPLC so that their photophysical a...

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Veröffentlicht in:Organic letters 2019-11, Vol.21 (21), p.8652-8656
Hauptverfasser: Bam, Radha, Yang, Wenlong, Longhi, Giovanna, Abbate, Sergio, Lucotti, Andrea, Tommasini, Matteo, Franzini, Roberta, Villani, Claudio, Catalano, Vincent J, Olmstead, Marilyn M, Chalifoux, Wesley A
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Sprache:eng
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Zusammenfassung:The synthesis of pyreno­[a]­pyrene-based helicene hybrids was achieved in good yield via a four-fold alkyne benzannulation reaction that was promoted by Brønsted acid. The molecules are configurationally locked, allowing the enantiomers to be separated using chiral HPLC so that their photophysical and chiroptical properties, including circular dichroism and circularly polarized luminescence, could be studied.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b03273