title: Synthesis and spectral properties of new fluorescent alkoxy-substituted thieno[3,2-b]indole derivatives.
abstract: The synthesis and optical properties of three new fluorescent alkoxy-substituted thieno[3,2-b]indole (TI) derivatives, including 7-methoxy thieno[3,2-b]indole (7-MeOTI), 6,7- methylenedioxythieno[3,2-b]indole (6,7-MDTI) and 6,7-dihexyloxythieno[3,2-b]indole, (6,7-DHTI), were investigated. Electronic absorption spectra, fluorescence excitation and emission spectra, fluorescence quantum yields (ΦF), lifetimes (τF), and other photophysical parameters of the three TI derivatives were measured in DMSO solutions at room temperature. Theoretical electronic absorption and fluorescence spectra were also calculated by means of a molecular orbital (MO) method. For all three alkoxy-TI derivatives, the fluorescence emission maximum wavelength was significantly red shifted relative to un-substituted TI, which was attributed to delocalization of the fused hetero-aromatic ring π electronic system by the electron-donating alkoxy group(s). ΦF values varied from 0.12 to 0.19, according to the compound. τF were short, in the range 0.56-1.13 ns.
authors.affiliation: Laboratoire Géomatériaux et Environnement (LGE), EA 4508, Université Paris-Est-Marne-la-Vallée (UPEMLV), 5 boulevard Descartes, Champs-sur-Marne, 77454 Marne-la-Vallée Cedex 2, France; Département de Chimie, Faculté des Sciences et Techniques, Université C.A. Diop, Dakar, Senegal.
authors.forename: Cheikh
authors.initials: C
authors.lastname: Lo
authors.affiliation: Département de Chimie, Faculté des Sciences et Techniques, Université C.A. Diop, Dakar, Senegal.
authors.forename: Baba Issa
authors.initials: BI
authors.lastname: Doucoure
authors.affiliation: Laboratoire Géomatériaux et Environnement (LGE), EA 4508, Université Paris-Est-Marne-la-Vallée (UPEMLV), 5 boulevard Descartes, Champs-sur-Marne, 77454 Marne-la-Vallée Cedex 2, France. Electronic address: jeanjacquesaaron@yahoo.fr.
authors.forename: Jean-Jacques
authors.initials: JJ
authors.lastname: Aaron
authors.affiliation: Department of Organic Chemistry, Prague Institute of Technology, Technicka 5, 16628 Prague 6, Czech Republic.
authors.forename: Jiri
authors.initials: J
authors.lastname: Svoboda
authors.affiliation: Department of Organic Chemistry, Prague Institute of Technology, Technicka 5, 16628 Prague 6, Czech Republic.
authors.forename: Václav
authors.initials: V
authors.lastname: Kozmik
authors.affiliation: LBPA-CNRS UMR 8113, ENS Cachan, 61 Avenue du Président Wilson, 94235 Cachan, France.
authors.forename: Jean-Claude
authors.initials: JC
authors.lastname: Brochon
authors.affiliation: LBPA-CNRS UMR 8113, ENS Cachan, 61 Avenue du Président Wilson, 94235 Cachan, France.
authors.forename: Etienne
authors.initials: E
authors.lastname: Henry
authors.affiliation: Laboratoire ITODYS, associé au CNRS UMR 7086, Université Paris Diderot - Paris 7, 15 rue Jean de Baïf, 75205 Paris Cedex 13, France.
authors.forename: François
authors.initials: F
authors.lastname: Maurel
authors.affiliation: Laboratoire Physique des Matériaux Divisés et Interfaces, Université Paris-Est-Marne-la-Vallée, Champs-sur-Marne, 77454 Marne-la-Vallée Cedex 2, France.
authors.forename: Martine
authors.initials: M
authors.lastname: Capochichi
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D013050:Spectrometry, Fluorescence
chemical_list: D000438:Alcohols; D005456:Fluorescent Dyes; D007211:Indoles; C059688:alkoxyl radical; C030374:indole
keywords: Chemical synthesis; Electronic absorption spectra; Fluorescence spectra; Photophysical properties; Substituted TI derivatives