title: Ferrocene-isocoumarin conjugated molecules: synthesis, structural characterization, electronic properties, and DFT-TDDFT computational study.
abstract: Two ferrocene-isocoumarin conjugated molecules, methyl 3-ferrocenyl-1-oxo-1H-isochromene-6-carboxylate () and 3,8-bisferrocenylpyrano[3,4-g]isochromene-1,6-dione (), have been synthesized through the acid-prompted regioselective oxidative cyclization from dimethyl 2-(ferrocenylethynyl)terephthalate () and dimethyl 2,5-bis(ferrocenylethynyl)terephthalate (), respectively. Single-crystal X-ray diffraction, together with the density functional theory (DFT) calculations, shows that the ferrocene-isocoumarin conjugated compounds display better coplanarity than the corresponding ferrocenylethynyl terephthalates. All the compounds exhibit characteristic MLCT, ICT and π-π* transitions in the UV-visible range in solution, and and show higher oscillator strength of the absorption than and , which are verified by time-dependent DFT (TDDFT) theoretical calculations. The electrochemical properties are studied by cyclic voltammetry (CV), which are also in accord with the theoretical calculations.
authors.affiliation: Institute of Coordination Chemistry, State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, People's Republic of China. wwzhang@nju.edu.cn.
authors.forename: Ye-Dong
authors.initials: YD
authors.lastname: Peng
authors.forename: Lin-Sen
authors.initials: LS
authors.lastname: Zhou
authors.forename: Li-Li
authors.initials: LL
authors.lastname: Chen
authors.forename: Lu
authors.initials: L
authors.lastname: Ma
authors.forename: Yue
authors.initials: Y
authors.lastname: Zhao
authors.forename: Wen-Wei
authors.initials: WW
authors.lastname: Zhang
authors.forename: Jing-Lin
authors.initials: JL
authors.lastname: Zuo