Synthesis of 8 substituted 4 4 difluoro 4 bora 3a 4a diaza s indacene Dyes BODIPY
Yazarlar (3)
Ahmet Tutar Academia Sinica, Institute of Chemistry, Tayvan
Prof. Dr. Ramazan ERENLER Tokat Gaziosmanpaşa Üniversitesi, Türkiye
Jean-Francois Biellmann Academia Sinica, Institute of Chemistry, Tayvan
| Makale Türü |
Özgün Makale
(SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale)
|
||
| Dergi Adı | Journal of the Chemical Society of Pakistan (Q4) | ||
| Dergi ISSN | 0253-5106 Dergi Bilgileri (2013) | ||
| Dergi Tarandığı Indeksler | SCI-Expanded | ||
| Makale Dili | İngilizce | Basım Tarihi | 08-2013 |
| Cilt / Sayı / Sayfa | 35 / 4 / 1197–1201 | DOI | – |
| UAK Araştırma Alanları |
Organik Kimya
|
||
| Özet |
| 4, 4-Difluoro-4-bora-3a, 4a-diaza-s-indacene (BODIPY) dyes are important in synthetic and applied chemistry. The reaction of pyrrolomethane 1 with acetyl chloride and boron trifluoride etherate in the presence of triethylamine afforded the 4, 4-Difluoro-3, 5, 8-trimethyl-4-bora-3a, 4adiaza-s-indacene 2a. When benzoylchloride and chloroacetyl chloride were used, phenyl 2b and chloromethyl 2c derivatives formed. The treatment of pyrrolomethane 1 with 3-(phenylthio) propanal 3 in the presence of ytterbium (III) trifluoromethanesulfonate hydrate in catalitic amount yielded the 5-(2-thiophenyl ethane)-1, 9-dimethyldipyrromethane 4, which was reacted with DDQ and boron trifluoride etherate in the presence of triethylamine formed 8-(2-thiophenylethan) 4, 4-difluoro-3, 5dimethyl-4-bora-3a, 4a-diaza-3-indacene 5. The oxidation of 8-(thiomethyl) 4, 4-difluoro-3, 5-dimethyl-4-bora-3a, 4a-diaza-s-indacene 6 with m-CPBA gave methylsulfonyl product 7. Bromination of 4, 4-difluoro-3, 5, 8-trimethyl-4-bora-3a, 4a-diaza-s-indacene 2a yielded 1, 2, 6, 7-tetrabromo-4, 4-difluoro-3, 5, 8-trimethyl-4-bora-3a, 4a-diaza-s-indacene 8. |
| Anahtar Kelimeler |
