1,4,9,12-Tetramethoxy-14-octyl-5,8-dihydrodiindolo[3,2-b;2′,3′-h]carbazole with an unknown solvent

Abstract

The title compound, 2C36H39N3O4·H2O, is a linear π-conjugated ladder oligomer with an alkyl chain on the central nitrogen atom. This diindolocarbazole, preparedviaa twofold Cadogan reaction, adopts a sligthly convex shape,antito the disordered octyl group. The unit cell contains nine molecules of the title compound and half a water molecule per main molecule. The water molecule forms hydrogen bridges, connecting the carbazole-NH and methoxy groups of different molecules. The crystal contains solvent molecules which are located in a channel parallel to thecaxis. It was not possible to determine the position and nature of the solvent (a mixure of choroform,n-pentane and DMSO). The SQUEEZE [Spek (2015).Acta Cryst.C71, 9–18] option ofPLATONwas used to model the missing electron density. The given chemical formula and other crystal data do not take into account these solvent molecules.

Powder X-ray diffraction as a powerful tool to exploit in organic electronics: shedding light on the first N,N′,N′′-trialkyldiindolocarbazole

“…However, the properties of this core integrated in optoelectronic devices remain unexplored. In terms of crystallographic studies, only two derivatives have been reported to date (Kawano et al, 2018;Wrobel et al, 2017), which were elucidated via conventional singlecrystal X-ray diffraction (SXRD). Unfortunately, the aforementioned examples possess one or more unprotected N atoms, which is typically unfavourable in OTFTs (Reig et al, 2018).…”

Columnar Liquid Crystals from a Giant Macrocycle Mesogen

“…It should be noted that this is the first example of a single crystal structure of diindolocarbazole that was selectively synthesized via Ullmann coupling among the ladder oligo( p ‐aniline) family . Close inspection of the bond lengths in the aromatic moiety of 1 c revealed a tendency similar to those of ladder oligo( p ‐aniline)s such as carbazoles and indolocarbazoles .…”

Synthesis of Carbolines via Microwave‐Assisted Cadogan Reactions of Aryl‐Nitropyridines

“…Among the different phosphorous(III) reagents tested for the Cadogan reaction, triethyl phosphite has several advantages including its ready availability, its low price, a boiling point above 150 °C, it can be used as both a reagent and solvent, and residual amounts can be easily removed by distillation. The reactivity is generally sufficient, and even dual Cadogan cyclizations to generate indolocarbazoles could be achieved if P(OEt) 3 was used in conjunction with microwave irradiation –…”