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

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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container_end_page 8656
container_issue 21
container_start_page 8652
container_title Organic letters
container_volume 21
creator 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
description 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.
doi_str_mv 10.1021/acs.orglett.9b03273
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title Four-Fold Alkyne Benzannulation: Synthesis, Properties, and Structure of Pyreno[a]pyrene-Based Helicene Hybrids
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