Villar Carabel, José ManuelSuárez Rivero, JaimeVarela Carrete, Jesús ÁngelSaá Rodríguez, Carlos2020-10-052020-10-052017Villar, J. M., Suárez, J., Varela, J. A., Saá, C., (2017). N-Doped Cationic PAHs by Rh(III)-Catalyzed Double C–H Activation and Annulation of 2-Arylbenzimidazoles with Alkynes. Org. Lett. 19, 7, 1702-17051523-7060http://hdl.handle.net/10347/23352NOTICE: This is the peer reviewed version of the following article: Villar, J. M., Suárez, J., Varela, J. A., Saá, C., (2017). N-Doped Cationic PAHs by Rh(III)-Catalyzed Double C–H Activation and Annulation of 2-Arylbenzimidazoles with Alkynes. Org. Lett. 19, 7, 1702-1705. [doi: 10.1021/acs.orglett.7b00478]. This article may be used for non-commercial purposes in accordance with American Chemical Society Terms and Conditions for self-archivingA novel class of N-doped cationic PAHs (Polycyclic Aromatic Hydrocarbons) bearing the benzo[c,d]fluoranthene scaffold has been synthesized by the Rh(III)-catalyzed double oxidative annulation of 2-arylbenzimidazoles with alkynes. The overall process involves a double C–N bond formation through a double C–H/N–H functionalization.The solid-state structures and electronic properties of the new N-doped PAHs were analyzed. These cationic azapolycycles were readily reduced in the presence of LiAlH4 or by the addition of PhLi to give interesting phenyl and diphenylmethanediamine derivatives.engCopyright © 2017 American Chemical Society. This article may be used for non-commercial purposes in accordance with American Chemical Society Terms and Conditions for self-archivingAlkynes2-ArylbenzimidazolesC-H activationPolycyclic aromatic hydrocarbonsRhodiumjournal article10.1021/acs.orglett.7b004781523-7052open access