Synthesis and photochemical properties of 3,6-di-tert-butyl-9H-carbazole derivatives

Abstract

Method of synthesis has been developed for a series of 3,6-di-tert-butyl-9Н-carbazole derivatives and their photochemical properties have been investigated. The dependence of the Steglich esterification reaction on the nature of the catalyst was studied. The synthesized compounds show fluorescent emission in the range 400-600 nm with a high quantum yield.

Aggregation‐Enhanced Emission and Thermally Activated Delayed Fluorescence of Derivatives of 9‐Phenyl‐9H‐Carbazole: Effects of Methoxy and tert‐Butyl Substituents

“…2,7‐Dimethoxy‐9 H ‐carbazole, 3,6‐dimethoxy‐9 H ‐carbazole, 3,6‐di‐ tert ‐butyl‐9 H ‐carbazole were prepared according to the literature methods . Other starting materials were purchased from Sigma Aldrich and used without further purification.…”

“…Materials 2,7-Dimethoxy-9H-carbazole, 3,6-dimethoxy-9H-carbazole, 3,6-ditert-butyl-9H-carbazole were prepared according to the literature methods. [46][47][48] Other starting materials were purchased from Sigma Aldrich and used without further purification. Solvents were distilled by the standard methods and purged with argon before use.…”

Azomethine Fe3+ coordination compounds containing carbazole units: Synthetic approach, spectral characterization, and magnetic studies

“…With this approach, it becomes possible to ensure control of the structure of intermediates at each stage of synthesis, selectively change the terminal or focal fragments of the molecule, and increase the product yield. Synthesis of 4‐(3,6‐di‐ tert ‐butylcarbazol‐9‐yl)benzoyloxy‐2‐hydroxybenzaldehyde ( CrB‐aldehyde ) and it photoactive behavior, Figure 1, is described in detail in Gruzdev et al, 28 and it was carried out by interaction of 4‐(3,6‐di‐ tert ‐butyl‐9H‐carbazole‐9‐yl)benzoic acid with 4‐hydroxysalicylic aldehyde ( Steglich esterification reaction ) in the presence of dicyclohexylcarbodiimide (DCC) as an activating reagent and a catalytic amount of 4‐(dimethylamino)pyridinium‐4‐toluenesulfonate (DPTS).…”

“…T A B L E 1 Phase behavior of iron (III) complexes. 316.9 254 27,28 Note: R ci , ionic radius of complex ion.…”

Schiff base complexes with different metals incorporating derivatives of 3,6‐di‐tert‐butylcarbazole

“…Previously, 4-(3,6-di-tert-butylcarbazole-9-yl)benzoyloxy-2-hydroxybenzaldehyde was synthesized by esterification of 4-(3,6-di-tert-butylcarbazole-9-yl)benzoic acid with 4-hydroxysalicylic aldehyde, and its photochemical properties were reported. [24] Synthesis of 4-(3,6-di-tertbutyl-9H-carbazole-9-yl)-benzoyloxy-2-hydroxy-N 0 -ethyl-N-ethylenediamine was carried out to obtain spectral characteristics of the ligand and compare them with target coordination compounds. All the complexes were prepared by the same general method (Scheme 1).…”