A mild and efficient synthesis of a broad scope of substituted naphtho[1,2-a]pyrene derivatives was accomplished in good yields using an InCl3/AgNTf2-mediated two-fold alkyne benzannulation reaction. HPLC enantiomeric separation was achieved and the interconversion barriers have been determined. The ECD spectra of two derivatives were recorded and interpreted through TD-DFT calculations. Raman spectra were also recorded and predicted through DFT calculations.

π‐Extended Helical Nanographenes: Synthesis and Photophysical Properties of Naphtho[1,2‐a]pyrenes** / Chalifoux, Wesley A.; Sitaula, Paban; Malone, Ryan J.; Longhi, Giovanna; Abbate, Sergio; Gualtieri, Eva; Lucotti, Andrea; Tommasini, Matteo; Franzini, Roberta; Villani, Claudio; Catalano, Vincent J.. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 2022:(2022), pp. 1-8. [10.1002/ejoc.202101466]

π‐Extended Helical Nanographenes: Synthesis and Photophysical Properties of Naphtho[1,2‐a]pyrenes**

Gualtieri, Eva;Franzini, Roberta;Villani, Claudio;
2022

Abstract

A mild and efficient synthesis of a broad scope of substituted naphtho[1,2-a]pyrene derivatives was accomplished in good yields using an InCl3/AgNTf2-mediated two-fold alkyne benzannulation reaction. HPLC enantiomeric separation was achieved and the interconversion barriers have been determined. The ECD spectra of two derivatives were recorded and interpreted through TD-DFT calculations. Raman spectra were also recorded and predicted through DFT calculations.
2022
alkyne; helicene; benzannulation; circular dichroism; pyrene
01 Pubblicazione su rivista::01a Articolo in rivista
π‐Extended Helical Nanographenes: Synthesis and Photophysical Properties of Naphtho[1,2‐a]pyrenes** / Chalifoux, Wesley A.; Sitaula, Paban; Malone, Ryan J.; Longhi, Giovanna; Abbate, Sergio; Gualtieri, Eva; Lucotti, Andrea; Tommasini, Matteo; Franzini, Roberta; Villani, Claudio; Catalano, Vincent J.. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 2022:(2022), pp. 1-8. [10.1002/ejoc.202101466]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/1617605
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