title: Polyether precursors of molecular recognition systems based on the 9,10-anthraquinone moiety.
abstract: A series of novel polyether derivatives of 9,10-anthraquinone (AQ) was synthesized and characterized by means of UV-Vis spectroscopy, acid-base titration and complexometric titration. The results were compared with 1-NEt2AQ and 1-NHEtAQ--model compounds of alkylaminoanthraquinones. Acetonitrile and methanol were used as solvents for determination of spectroscopic and acid-base properties. Complexometric titrations were carried out exclusively in acetonitrile. Spectral characteristic of these compounds strongly depends on pH. Addition of acid causes the decrease of absorption intensity and in some cases also a shift of the visible range band. The weakest base is the compound (2), and the strongest--compound (1), both in methanol and acetonitrile solution. The introduction of an additional substituent in the position 8 of the anthraquinone compound increases its basicity. The presence of metal ions causes changes in intensity of absorption (decrease for compounds (2) and (3) and increase with bathochromic shift for (1) and (4)). For the determination of the coordination properties aluminum (III) ions were chosen. The highest complex stability constant with Al (III) ions is observed for compound (1), and the weakest for compound (3). The elongation of the polyether chain decreases the stability of the complex formed.
authors.affiliation: Faculty of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdańsk, Poland. Electronic address: anna.wcislo@ug.edu.pl.
authors.forename: Anna
authors.initials: A
authors.lastname: Wcisło
authors.affiliation: Faculty of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdańsk, Poland.
authors.forename: Anna
authors.initials: A
authors.lastname: Cirocka
authors.affiliation: Faculty of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdańsk, Poland.
authors.forename: Dorota
authors.initials: D
authors.lastname: Zarzeczańska
authors.affiliation: Faculty of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdańsk, Poland.
authors.forename: Paweł
authors.initials: P
authors.lastname: Niedziałkowski
authors.affiliation: Faculty of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdańsk, Poland.
authors.forename: Sandra
authors.initials: S
authors.lastname: Nakonieczna
authors.affiliation: Faculty of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdańsk, Poland.
authors.forename: Tadeusz
authors.initials: T
authors.lastname: Ossowski
mesh_terms: D000097:Acetonitriles / Q000737:chemistry; D000880:Anthraquinones / Q000737:chemistry*; D000432:Methanol / Q000737:chemistry; D011091:Polyesters / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet / Q000379:methods
chemical_list: D000097:Acetonitriles; D000880:Anthraquinones; D011091:Polyesters; C042834:9,10-anthraquinone; D000432:Methanol; C032159:acetonitrile
keywords: Acid-base properties; Aminoanthraquinones; Podands; Polyether anthraquinone derivatives; UV–Vis spectrophotometry