X-Shaped Polycyclic Aromatic Hydrocarbons: Optical Properties and Tunable Assembly Ability.

Chem Asian J

Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Laboratory of Organic Solids, Institute of Chemistry, CAS Research/Education Center for Excellence in Molecular Sciences, Chinese Academy of Sciences, Beijing, 100190, P.R. China.

Published: February 2019

Although a number of synthetic methodologies have been developed to prepare stable polycyclic aromatic hydrocarbons (PAHs), much less research has been devoted to functionalizing the peripheries of molecules to tune the self-assembly ability or introduce functional groups without altering their photophysical properties. Herein, we report twisted "X"-shaped molecules prepared through annulation of hexacene with benzoanthracene on the zigzag edge, and an investigation of their photophysical properties and self-assembly properties. The shape-complementary "X"-shaped molecules prefer to dimerize, while the π-extension would lead to one-dimensional π-stacking. Our findings give some insights into the design of stable PAHs without disturbing the electronic structures.

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http://dx.doi.org/10.1002/asia.201801915DOI Listing

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