A Macrocyclization of 1,8-Bis(dithiafulvenyl)pyrenes
| Autor: | Joshua C. Walsh, Mohammadreza Khadem, Yuming Zhao, Graham J. Bodwell |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Molecular model
010405 organic chemistry Organic Chemistry Supramolecular chemistry Trimer 010402 general chemistry Photochemistry 01 natural sciences Biochemistry 0104 chemical sciences Dication chemistry.chemical_compound Radical ion chemistry Phenylene Polymer chemistry Pyrene Oxidative coupling of methane Physical and Theoretical Chemistry |
| Zdroj: | Organic letters. 18(10) |
| ISSN: | 1523-7052 |
| Popis: | Dithiafulvenyl (DTF) end groups were linked to the 1 and 8 positions of a pyrene core directly or via phenylene bridges to afford redox-active pyrene derivatives. Upon oxidation, the 1,8-bis(DTF)pyrene underwent stepwise electron transfers to form radical cation and dication species, whereas the phenylene-extended bis(DTF)pyrene derivative was cyclized into a macrocyclic trimer through sequential DTF oxidative coupling reactions in solution and in the solid state. The structural, electronic, and supramolecular properties of the pyrene-based macrocycle were investigated using various spectroscopic techniques and molecular modeling studies. |
| Databáze: | OpenAIRE |
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