title: Monodentate Schiff base ligands: their structural characterization, photoluminescence, anticancer, electrochemical and sensor properties.
abstract: Two Schiff base compounds, N,N'-bis(2-methoxy phenylidene)-1,5-diamino naphthalene (L(1)) and N,N'-bis(3,4,5-trimethoxy phenylidene)-1,5-diamino naphthalene (L(2)) were synthesized and characterized by the analytical and spectroscopic methods. The electrochemical and photoluminescence properties of the Schiff bases were investigated in the different conditions. The compounds L(1) and L(2) show the reversible redox processes at some potentials. The sensor properties of the Schiff bases were examined and color changes were observed upon addition of the metal cations, such as Hg(II), Cu(II), Co(II) and Al(III). The Schiff base compounds show the bathochromic shift from 545 to 585 nm. The single crystals of the compounds (L(1)) and (L(2)) were obtained from the methanol solution and characterized structurally by the X-ray crystallography technique. The molecule L(2) is centrosymmetric whereas the L(1) has no crystallographically imposed molecular symmetry. However, the molecular structures for these compounds are quite similar, differing principally in the conformation about methoxy groups and the dihedral angle between the two aromatic rings and diamine naphthalene.
authors.affiliation: Chemistry Department, K.Maras Sütcü Imam University, 46100 K.Maras, Turkey.
authors.forename: Muhammet
authors.initials: M
authors.lastname: Köse
authors.affiliation: Chemistry Department, K.Maras Sütcü Imam University, 46100 K.Maras, Turkey.
authors.forename: Gökhan
authors.initials: G
authors.lastname: Ceyhan
authors.affiliation: Chemistry Department, K.Maras Sütcü Imam University, 46100 K.Maras, Turkey. Electronic address: mtumer@ksu.edu.tr.
authors.forename: Mehmet
authors.initials: M
authors.lastname: Tümer
authors.affiliation: Chemistry Department, Çankırı Karatekin University, 18100 Çankırı, Turkey.
authors.forename: Ibrahim
authors.initials: I
authors.lastname: Demirtaş
authors.affiliation: Chemistry Department, Çukurova University, 01100 Adana, Turkey.
authors.forename: İlyas
authors.initials: İ
authors.lastname: Gönül
authors.affiliation: Chemistry Department, Loughborough University, LE11 3TU Leics, UK.
authors.forename: Vickie
authors.initials: V
authors.lastname: McKee
mesh_terms: D015057:1-Naphthylamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D049109:Cell Proliferation / Q000187:drug effects; D002522:Chlorocebus aethiops; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D055664:Electrochemical Techniques; D006367:HeLa Cells / Q000187:drug effects; D006801:Humans; D049449:Luminescence; D008670:Metals / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D055668:Photochemical Processes; D012545:Schiff Bases / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D012997:Solvents / Q000737:chemistry; D014709:Vero Cells / Q000187:drug effects
chemical_list: D000970:Antineoplastic Agents; D008670:Metals; C000601431:N,N'-bis(2,3,4-trimethoxybenzaldiimine)-1,5-diaminonaphthalene; C000601430:N,N'-bis(2-methoxyphenylidene)-1,5-diaminonaphthalene; D012545:Schiff Bases; D012997:Solvents; D015057:1-Naphthylamine
keywords: Anticancer; Colorimetric sensors; Electrochemistry; Photoluminescence; Schiff base