Practical syntheses of N-hexylcarbazol-2-yl- and -3-yl-boronic acids, their cross-coupled products and a derived tris-cyclometalated (pyridin-2-yl)carbazole iridium(III) complex
SYNTHESIS-STUTTGART, sa.10, ss.1619-1624, 2005 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: Sayı: 10
- Basım Tarihi: 2005
- Doi Numarası: 10.1055/s-2005-865307
- Dergi Adı: SYNTHESIS-STUTTGART
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.1619-1624
- Anahtar Kelimeler: carbazole, boronic acid, fluorene, cross-coupling reaction, cyclometalating ligands, iridium complex, LADDER OLIGO(P-ANILINE)S, MICROWAVE IRRADIATION, CARBAZOLE TRIMERS, ROUTE, BROMINATION, DIINDOLOCARBAZOLES, SUBSTITUENTS, COPOLYMERS, POLYMERS
- Bursa Uludağ Üniversitesi Adresli: Hayır
Özet
The syntheses of N-hcxylcarbazol-2-yl- and -3-yl-boronic acids (1 and 2) are described on a ca. 7 g scale, starting from commercially available 2,5-dibromonitrobenzene (4) and carbazole (11), respectively. Compounds I and 2 underwent efficient palladium-catalyzed cross-coupling reactions under Suzuki-Miyaura conditions to yield products 17, 18 and 20. Compound 18 reacted with IrCl3 to give the tris-cyclometalated (pyridin-2-yl)carbazole iridium(III) complex 21, the X-ray crystal structure of which is reported.