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

preprint
submitted on 08.09.2020 and posted on 09.09.2020 by Paban Sitaula, Ryan Malone, Giovanna Longhi, Sergio Abbate, Eva Gualtieri, Andrea Lucotti, Matteo Tommasini, Roberta Franzini, Claudio Villani, Vincent J. Catalano, Wesley Chalifoux
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.

Funding

National Science Foundation (CHE-1555218)

History

Email Address of Submitting Author

wchalifoux@unr.edu

Institution

University of Nevada, Reno

Country

United States

ORCID For Submitting Author

0000-0002-6849-6829

Declaration of Conflict of Interest

No Conflict of interest.

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