Pyridinic Nanographenes by Novel Precursor Design
| العنوان: | Pyridinic Nanographenes by Novel Precursor Design |
|---|---|
| المؤلفون: | David Reger, Norbert Jux, Frank Hampel, Harald Maid, Kilian Schöll |
| المصدر: | Chemistry (Weinheim an Der Bergstrasse, Germany) |
| بيانات النشر: | Wiley, 2021. |
| سنة النشر: | 2021 |
| مصطلحات موضوعية: | pyridine, heterocycles, nanographene, 010405 organic chemistry, Communication, polycyclic aromatic hydrocarbons, Organic Chemistry, Scholl oxidation, General Chemistry, 010402 general chemistry, 01 natural sciences, Combinatorial chemistry, Communications, Nitrogen Heterocycles, Catalysis, 0104 chemical sciences, chemistry.chemical_compound, chemistry, Physical chemical, Pyridine, Molecule |
| الوصف: | 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. An efficient Scholl oxidation to obtain pyridine HBCs is reported in this work. The concept is based on the pre‐formation of bonds at the otherwise unreactive 3/3’ positions of the pyridine. Post‐functionalization at the nitrogen atom by alkylation, oxidation, and coordination is demonstrated together with photophysical and electrochemical characterization of the obtained products. |
| تدمد: | 1521-3765 0947-6539 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::87a2f4ed0ea965b9dfb7efe1b8c0fb18 https://doi.org/10.1002/chem.202004983 |
| حقوق: | OPEN |
| رقم الأكسشن: | edsair.doi.dedup.....87a2f4ed0ea965b9dfb7efe1b8c0fb18 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15213765 09476539 |
|---|