72385-89-8Relevant academic research and scientific papers
Tautomeric chromoionophores derived from 1-aryloxyanthraquinones and 4′-aminobenzo-15-crown-5 ether: Sandwich complex formation enhanced by interchromophoric interactions
Martyanov, Timofey P.,Klimenko, Lubov S.,Kozlovskiy, Viacheslav I.,Ushakov, Evgeny N.
, p. 681 - 691 (2017/01/16)
A series of tautomeric chromoionophores were prepared photochemically from 1-aryloxyanthraquinones and 4′-aminobenzo-15-crown-5 ether. All the synthesized dyes can bind strontium and barium cations as sandwich-type 2:1 ligand–metal complexes that show higher stability constants (K2:1) than the corresponding 1:1 complexes (K1:1), the K2:1/K1:1ratio reaching a value of 10 (in MeCN). The inverse relation, i.e. K2:1?1:1, is observed for the related complexes of unsubstituted benzo-15-crown-5 ether. The sandwich complexes were studied by spectrophotometry,1H NMR spectroscopy, mass spectrometry, and density functional theory calculations. A correlation was found between the K2:1/K1:1ratio and the number of short stacking contacts in the sandwich complex.
Synthesis of S,S-dialkyl-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl) sulfoximides and specificities of their base-catalyzed intramolecular heterocyclizations into naphtho[1,2,3-cd]-indol-6(2H)-ones
Kargina,Gornostaev,Nefedov
, p. 70 - 77 (2013/03/28)
Heating of 6H-anthra[1,9-cd][1,2]oxazol-6-ones with dialkyl sulfoxides in sulfolane gave S,S-dialkyl-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)sulfoximides which underwent cyclization to naphtho-[1,2,3-cd]indol-6(2H)-one derivatives on heating in boiling tetrahydrofuran in the presence of sodium methoxide. p-Toluenesulfinic acid was isolated as by-product in the cyclization of S-methyl-S-(4-methylphenyl)-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl) sulfoximide. The heterocyclizations of S,S-dipropyl- and S,S-dibutyl-N-(9,10- dioxo-9,10-dihydroanthracen-1-yl)sulfoximides to 1-ethyl- and 1-propylnaphtho[1,2,3-cd]-indol-6(2H)-ones were accompanied by formation of the corresponding 1-[1-hydroxyethyl(propyl)]naphtho-[1,2,3-cd]indol-6(2H)-ones.
Anthraquinone Dyes Exhibiting Negative Dichroism in Liquid Crystals II. Derivatives of 1,4-Diamino- and 1-Amino-4-Hydroxy-Anthraquinones
Ivashchenko, A. V.,Lazareva, V. T.,Prudnikova, E. K.,Rumyantsev, V. G.,Titov, V. V.
, p. 267 - 276 (2007/10/02)
1-Alkylamino-, 1-dialkylamino-, 1-(4-alkylaryl)-amino-, 1-aralkylamino-, 1-alkyl(aryl)piperazinyl- and 1-aryloxy-4-aroylaminoanthraquinones with negative dichroism (S=-0.13:-0.35, λmax=445:612 nm) in liquid crystal solvents have been obtained a
