To better understand the optical and electronic properties of thiophene- and pyrrole-based organic compounds on a molecular level, several aromatic compounds and their corresponding monocations were analyzed by a variety of solution-based spectroscopic techniques. The derivatives were initially synthesized using palladium-catalyzed amination reactions, condensation reactions, Horner-Emmons reactions, and Stille coupling reactions. Once isolated, the neutral compounds were analyzed by UV-visible-NIR absorption spectroscopy, fluorescence spectroscopy, cyclic voltammetry, and/or differential pulse voltammetry. Monocations were generated by chemical oxidation and were analyzed by visible-NIR absorption spectroscopy and electron paramagnetic resonance spectroscopy. By quantifying the extent of the electron-donor abilities of some chromophores and the electron delocalization of positive charge in the monocations, a more thorough understanding of the optical and electronic properties of the compounds was obtained.GCMS data were acquired on an Agilent 5790 GC/ 6850 MS. Dithieno[3, 2-b:2a#39;, 3a#39;- d]dithiophene (II) was prepared as described by Holmes et al.24 1H NMR (300 MHz, CDCl3) Ia 7.37 (d, J = 5.4 Hz, 2 H), 7.29 (d, J = 5.4 Hz, 2 H).
|Title||:||Electron Transfer and Delocalization in Mixed-valence Monocations of Bis- and Tris-(diarylamino) Derivatives|
|Publisher||:||ProQuest - 2008|