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.| File | Dimensione | Formato | |
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