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 Bronsted 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.

Four-Fold Alkyne Benzannulation: Synthesis, Properties, and Structure of Pyreno[ a]pyrene-Based Helicene Hybrids / Bam, R.; Yang, W.; Longhi, G.; Abbate, S.; Lucotti, A.; Tommasini, M.; Franzini, R.; Villani, C.; Catalano, V. J.; Olmstead, M. M.; Chalifoux, W. A.. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 21:21(2019), pp. 8652-8656. [10.1021/acs.orglett.9b03273]

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

Franzini R.;Villani C.;
2019

Abstract

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 Bronsted 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.
helicene; circular dichroism; alkyne benzannulation
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Four-Fold Alkyne Benzannulation: Synthesis, Properties, and Structure of Pyreno[ a]pyrene-Based Helicene Hybrids / Bam, R.; Yang, W.; Longhi, G.; Abbate, S.; Lucotti, A.; Tommasini, M.; Franzini, R.; Villani, C.; Catalano, V. J.; Olmstead, M. M.; Chalifoux, W. A.. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 21:21(2019), pp. 8652-8656. [10.1021/acs.orglett.9b03273]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/1332564
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