Synthesis and Photophysical Properties of 2-Aryl-6,8-bis(arylethenyl)-4-methoxyquinolines
| Autor: | Tebogo Ankie Khoza, Marole Maria Maluleka, Neliswa Mama, Malose Jack Mphahlele |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2012 |
| Předmět: |
1-(2-amino-3
5-dibromophenyl)-3-aryl-2-propen-1-ones 2-aryl-6 8-dibromo-2 3-dihydroquinolin-4(1H)-ones 2-aryl-6 8-dibromoquinolin-4(1H)-ones 2-aryl-6 8-dibromo-4-methoxyquinolines Suzuki-Miyaura cross-coupling 2-aryl-6 8-bis(2-aryl-ethenyl)-4-methoxyquinolines photophysical properties Organic chemistry QD241-441 |
| Zdroj: | Molecules, Vol 17, Iss 12, Pp 14186-14204 (2012) |
| Druh dokumentu: | article |
| ISSN: | 17121418 1420-3049 |
| DOI: | 10.3390/molecules171214186 |
| Popis: | Iodine-methanol mediated oxidative-aromatization of 2-aryl-6,8-dibromo-2,3-dihydroquinolin-4(1H)-ones afforded the corresponding 2-aryl-6,8-dibromo-4-methoxy-quinolines in high yield and purity. The isomeric 1-(2-amino-3,5-dibromophenyl)-3-aryl-2-propen-1-ones reacted with iodine in methanol afford in a single pot operation the corresponding 2-aryl-6,8-dibromo-4-methoxyquinoline (major) and 2-aryl-6,8-dibromoquinolin-4(1H)-one (minor) products that were separated in sequence by column chromatography on silica gel. Suzuki-Miyaura cross-coupling of the 6,8-dibromo-4-methoxyquinoline derivatives with excess arylvinylboronic acids afforded the corresponding 2-aryl-6,8-bis(2-arylethenyl)-4-methoxyquinolines. The absorption and fluorescence properties of these compounds were also determined. |
| Databáze: | Directory of Open Access Journals |
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