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Efficient Three-Fold Symmetrical Nanographene Synthesis
Facile Bottom-Up Synthesis of Coronene-based 3-Fold Symmetrical and Highly Substituted Nanographenes from Simple Aromatics.
J. Am. Chem. Soc. 2014;
16 May 2014 (online)
An efficient synthesis of nanographenes is reported. The key is recognizing that hexa-cata-hexabenzocoronene (c-HBC) possesses three-fold symmetry and that only seven of the 13 benzene rings are enough to build up c-HBC. 2 reacts with three equivalents of an aromatic aldehyde via Friedel–Crafts and Scholl reaction.
Alkoxy groups for R1 and R2 were employed to generate electron-rich compound 2 which is more reactive towards Friedel–Crafts and Scholl reaction. Bromo-substituted (R3) c-HBC can be potentially utilized to prepare more functionalized nanographenes.