Hydrazones Possessing a Phenyl-1,2,3,4-tetrahydroquinoline Moiety as Hole Transporting Materials

Synthesis of a bifunctional 1,2,3,4-tetrahydroquinoline derivative: 4,4'-(1,4-phenylene)di(1,2,3,4-tetrahydrobenzo[f]quinolin-2-ol

“…The NMR spectra were taken on a Varian Unity Inova spectrometer (300 MHz for 1 H and 75 Hz for 13 N,N'-Di(3-chloro-2-hydroxypropyl)-N,N'-di(2-naphthyl)-1,4-diaminobenzene (3). 2 (5 g, 0.01 mol) was dissolved in dioxane (13 mL) and concentrated HCl (2 mL) was added dropwise.…”

“…12 In addition, they also have found application in modern recording technologies. 13,14 Consequently, synthesis methodologies for preparing tetrahydroquinoline derivatives have attracted considerable interest and several methods offering good results have been reported. 15 The nature, number, and relative location of the substituents are the key parameters to consider before choosing a method.…”

“…[16][17][18] The formation of tetrahydroquinoline core from diphenylamine has been proved to occur via the intermediate N-(3-chloro-2-hydroxypropyl)diphenylamine. 19,20 This prompted us to apply these procedures in developing the synthesis of a bifunctional condensed tetrahydroquinoline derivative from N,N`-di(3-chloro-2-hydroxypropyl)-N,N`-di(2-naphthyl)-1,4-diaminobenzene (3).…”

Synthesis of <i>N</i>-Benzyl-3-anilinopropanamides and Cyclization to 4-Hydroxy-4-<i>N</i>-benzylamino-1,2,3,4-tetrahydroquinoline

“…(2S)-2,6-Dimethyl-1,2,3,4-tetrahydroquinoline was used in synthesis of chira1 polymethine dyes with interesting optical properties. TQ derivatives are also widely used in modern recording technologies: as charge-transporting agents for electrophotographic photoconductors, as leuco dyes for thermal and pressure sensitive materials, as anti-irradiation filter dyes in photography, in the preparation of optical information recording media, as intermediates for photographic couplers, and as dyes for coloured electrostatographic toners [5,6]. chemicals, but also as building blocks in alkaloid synthesis [7].…”

Synthesis of a bifunctional 1,2,3,4-tetrahydroquinoline derivative: 1,8-bis(9-ethyl-9H-carbazol-3-yl)-1,2,3,4,5,6,7,8-octahydroquino[5,6-f]quinoline-3,6-diol

“…In addition, they also have found application in modern recording technologies. 14,15 On the other hand, the carbazole core is present in the structure of some alkaloids [16][17][18] , also it is known to be included in semiconductor properties exhibiting compounds which are used in various optoelectronic applications. 19,20 Here we targeted our efforts to develop a synthesis method of bifunctional 1,2,3,4-tetrahydroquinoline derivative possessing 9-ethylsubstituted carbazolyl radicals that could be a promising synthon for synthesis of new biological or electroactive compounds.…”