title: Photophysical properties of Schiff's bases from 3-(1,3-benzothiazol-2-yl)-2-hydroxy naphthalene-1-carbaldehyde.
abstract: A series of novel Schiff's bases have been synthesized from 3-(1,3-benzothiazol-2-yl)-2-hydroxynaphthalene-1-carbaldehyde. The presence of hydroxyl group ortho to the benzothiazolyl group as well as the imine linkage lead to the occurrence of excited state intramolecular proton transfer process. The computational strategy was used to study the ESIPT process of the synthesized Schiff's bases, which revealed surprisingly that the keto form predominantly exists in the ground state contradicting the ESIPT process. Density functional theory and time dependent density functional theory have been used to investigate the structural parameters and photophysical properties in different solvents of one of the Schiff's bases. The experimental results correlate well with the computed results. All Schiff's bases show good thermal stability.
authors.affiliation: Tinctorial Chemistry Group, Department of Dyestuff Technology, Institute of Chemical Technology, Matunga, Mumbai 400 019, India.
authors.forename: Manjaree A
authors.initials: MA
authors.lastname: Satam
authors.affiliation: Tinctorial Chemistry Group, Department of Dyestuff Technology, Institute of Chemical Technology, Matunga, Mumbai 400 019, India.
authors.forename: Rahul D
authors.initials: RD
authors.lastname: Telore
authors.affiliation: Tinctorial Chemistry Group, Department of Dyestuff Technology, Institute of Chemical Technology, Matunga, Mumbai 400 019, India. Electronic address: n.sekar@ictmumbai.edu.in.
authors.forename: Nagaiyan
authors.initials: N
authors.lastname: Sekar
mesh_terms: D065966:Absorption, Physicochemical; D000447:Aldehydes / Q000737:chemistry*; D004583:Electrons; D008958:Models, Molecular; D008968:Molecular Conformation; D009281:Naphthalenes / Q000737:chemistry*; D055620:Optical Phenomena; D011522:Protons; D011789:Quantum Theory; D012545:Schiff Bases / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D013696:Temperature; D013818:Thermogravimetry
chemical_list: C000595798:3-(1,3-benzothiazol-2-yl)-2-hydroxy naphthalene-1-carbaldehyde; D000447:Aldehydes; D009281:Naphthalenes; D011522:Protons; D012545:Schiff Bases; D012997:Solvents; C031721:naphthalene
keywords: Benzothiazole; Density functional theory; ESIPT; Imine linkage; Photophysical property; Schiff’s base