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Pyridinic Nanographenes by Novel Precursor Design
Author(s) -
Reger David,
Schöll Kilian,
Hampel Frank,
Maid Harald,
Jux Norbert
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202004983
Subject(s) - pyridine , chemistry , molecule , alkylation , combinatorial chemistry , template , hexa , nanotechnology , materials science , organic chemistry , catalysis , crystallography
In this work we present the solution‐synthesis of pyridine analogues to hexa‐ peri ‐hexabenzocoronene (HBC)—which might be called superpyridines—via a novel precursor design. The key step in our strategy was the pre‐formation of the C−C bonds between the 3/3’ positions of the pyridine and the adjacent phenyl rings—bonds that are otherwise unreactive and difficult to close under Scholl‐conditions. Apart from the synthesis of the parent compound we show that classical pyridine chemistry, namely oxidation, N ‐alkylation and metal‐coordination is applicable to the π‐extended analogue. Furthermore, we present basic physical chemical characterizations of the newly synthesized molecules. With this novel synthetic strategy, we hope to unlock the pyridine chemistry of nanographenes.