Abstract
The syntheses of N -hexylcarbazol-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 1 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.
Key words
carbazole - boronic acid - fluorene - cross-coupling reaction - cyclometalating ligands - iridium complex
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