Chiral Distorted Hexa-peri-hexabenzocoronenes Bearing a Nonagon-Embedded Carbohelicene Medel Miranda, Miguel Ángel Moreno Cruz, Carlos Miguel, Delia Blanco Suárez, Víctor Morcillo Martínez, Sara Patricia González Campaña, Araceli Chirality Helicenes Nanographenes Nonagonal carbocycle Polycyclic aromatic hydrocarbons We acknowledge the European Research Council (ERC) under the European Union's Horizon 2020 research and innovation program (ERC-2015-STG-677023), the Ministerio de Ciencia, Innovacion y Universidades (MICIU/FEDER/AEI, Spain, PGC2018-101181-B-I00), the Universidad de Granada (UGR) (Plan Propio - Intensificacion de la Investigacion PP2017-PRI.I-02) and the Swiss National Science Foundation (Spark 2019 Grant CRSK-2_190365) for financial support. We thank the CSIRC-Alhambra, the Service and Support for Science IT (S3IT) of the University of Zurich and Prof.Dr. Michal Juriek for supercomputing facilities. Funding for open access charge: Universidad de Granada/CBUA. A new family of chiral saddle-helix hybrid nanographenes is reported. The first hexa-peri-hexabenzocoronene (HBC) analogues bearing a nine-membered carbocycle are presented. Furthermore, for the first time, pi-extended carbo[n]helicenes containing a nine-membered ring as part of the helical moiety have been synthesized. The combination of a [5]helicene moiety and a nonagon ring in a single chiral motif induces a tremendous distortion from planarity into the nanographenic structures compared to other saddle-helix hybrids such as heptagon- and octagon-containing pi-extended carbo[5]helicenes. In fact, the interplanar angle of the two terminal rings reaches the largest angle (134.8 degrees) of a carbohelicene reported to date, thus being by far the most twisted helicene yet prepared. Photophysical properties evaluation showed improved absorption dissymmetry factors (|g(abs)|=4.2x10(-3)) in the new family of nonagon-containing pi-extended carbo[5]helicenes. 2021-10-11T08:55:03Z 2021-10-11T08:55:03Z 2021-09-27 info:eu-repo/semantics/article Medel, M. A., Cruz, C. M., Miguel, D., Blanco, V., Morcillo, S. P., & Campaña, A. G. (2021). Chiral Distorted Hexa‐peri‐hexabenzocoronenes Bearing a Nonagon‐Embedded Carbohelicene. Angewandte Chemie International Edition, 60(40), 22051-22056. [doi.org/10.1002/anie.202109310] http://hdl.handle.net/10481/70777 10.1002/anie.202109310 10.1002/ange.202109310 eng info:eu-repo/grantAgreement/EC/H2020/677023 http://creativecommons.org/licenses/by-nc/3.0/es/ info:eu-repo/semantics/openAccess Atribución-NoComercial 3.0 España Wiley Online Library