ChemInform Abstract: Synthesis and Photophysical Properties of 3,6‐Diphenyl‐9‐hexyl‐9H‐carbazole Derivatives Bearing Electron‐Withdrawing Groups.

Abstract

2008 Carbazole derivatives R 0150Synthesis and Photophysical Properties of 3,6-Diphenyl-9-hexyl-9H-carbazole Derivatives Bearing Electron-Withdrawing Groups. -Suzuki cross-coupling reaction of carbazole (I) with boronic acid derivatives (II) yields the title compounds (III) which exhibit pronounced red shifts of their absorption and emission properties compared to their parent compound (I). Formyl derivative (IIIb) shows particularly interesting photophysical properties; its capability to act as the emissive layer in organic light-emitting diodes is confirmed. Reduction of the two aldehyde functionalities in (IIIb) leads to hydroxymethyl derivative (IV) possessing low thermal stability, thus disqualifying (IV) for the envisaged application as emissive layer. -(KREMSER, G.; HOFMANN, O. T.; SAX, S.; KAPPAUN, S.; LIST, E. J. W.; ZOJER, E.; SLUGOVC*, C.; Monatsh. Chem. 139 (2008) 3, 223-231; Inst. Chem. Technol. Inorg. Mater., Karl Franzens Univ. Graz, A-8010 Graz, Austria; Eng.) -H. Hoennerscheid 21-121