title: Fluorescent difluoroboron-curcumin analogs: An investigation of the electronic structures and photophysical properties.
abstract: A comprehensive approach based on the density functional theory method was used to elicit the molecular and photophysical properties of four difluoroboron analogs of curcumin. The ground state geometry optimization, vertical absorption and the first excited state optimization were carried out using the B3LYP/6-31G(d) method. The geometry of the molecules remains planar both in the ground and excited states. There is a good correlation between the observed absorption (maximum deviation of 8%) and emission wavelength (maximum deviation of 22%) with the computed values. Different polarizability parameters were computed and compared with urea. The values obtained for the difluoroboron dyes are larger than those of urea, suggesting considerable charge transfer characteristics of the first excited state. This is further supported by the significant difference in the dipole moment. The outcome of this work should be useful towards the industrial applications of these curcumin-based dyes.
authors.affiliation: Tinctorial Chemistry Group, Institute of Chemical Technology, Matunga, Mumbai 400019, India.
authors.forename: Sachin N
authors.initials: SN
authors.lastname: Margar
authors.affiliation: Computational Chemistry Group, Department of Chemistry, Faculty of Science, University of Mauritius, Réduit 80837, Mauritius.
authors.forename: Lydia
authors.initials: L
authors.lastname: Rhyman
authors.affiliation: Computational Chemistry Group, Department of Chemistry, Faculty of Science, University of Mauritius, Réduit 80837, Mauritius; Visiting Professor, Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi Arabia.
authors.forename: Ponnadurai
authors.initials: P
authors.lastname: Ramasami
authors.affiliation: Tinctorial Chemistry Group, Institute of Chemical Technology, Matunga, Mumbai 400019, India. Electronic address: n.sekar@ictmumbai.edu.in.
authors.forename: Nagaiyan
authors.initials: N
authors.lastname: Sekar
mesh_terms: D001896:Boron Compounds / Q000737:chemistry*; D003474:Curcumin / Q000031:analogs & derivatives*; D004583:Electrons; D005456:Fluorescent Dyes / Q000737:chemistry*; D054879:Halogenation; D008958:Models, Molecular; D011789:Quantum Theory; D013050:Spectrometry, Fluorescence; D014508:Urea / Q000737:chemistry
chemical_list: D001896:Boron Compounds; D005456:Fluorescent Dyes; D014508:Urea; D003474:Curcumin
keywords: BF2-Curcumin dyes; DFT; Fluorescence; Polarizability; Solvatochromism; TD-DFT