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

preprint
submitted on 08.09.2020, 23:42 and posted on 09.09.2020, 10:00 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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