Diindole[3,2- b :4,5- b ′]pyrrole as a chromophore containing three successively fused pyrroles: synthesis, optoelectronic properties and π-functionalization
| Autor: | Yueqi Mo, Ming-jian Jiang, Jin-chang Huang, Wen-Jing Xiao, Wei-Shi Li |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry business.industry Organic Chemistry Chromophore Electrophilic aromatic substitution 010402 general chemistry 01 natural sciences Biochemistry Redox 0104 chemical sciences chemistry.chemical_compound chemistry Drug Discovery Surface modification Optoelectronics business Alkyl Pyrrole |
| Zdroj: | Tetrahedron. 72:979-984 |
| ISSN: | 0040-4020 |
| Popis: | Diindole[3,2-b:4,5-b′]pyrrole (DIP) is an interesting chromophore containing three successively fused pyrrole rings. However, its basic properties and further π-functionalization have been rarely explored. In this article, two DIP compounds with alkyl or aromatic substituents at the central N position were successfully prepared. The preliminary optoelectronic properties of them also were studied. The property of possessing two reversible oxidation redox couples also agrees with their electron-rich nature. Similar to the alkyl case, the aromatic substitution at the central N position has subtle influence on DIP basic optoelectronic properties. Furthermore, these two compounds can be easily π-modified via the attachment of various π moieties at 2,9 or 3,8 positions of DIP skeleton. Compared with that at 2,9 positions, π-functionalization at 3,8 positions showed a much better π-extension effect. |
| Databáze: | OpenAIRE |
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