Lambert, Christoph and Noell, Gilbert and Zabel, Manfred and Hampel, Frank and Schmaelzlin, Elmar and Braeuchle, Christoph and Meerholz, Klaus (2003) Highly substituted azulene dyes as multifunctional NLO and electron-transfer compounds. CHEMISTRY-A EUROPEAN JOURNAL, 9 (17). pp. 4232-4239. ISSN 0947-6539
Full text not available from this repository. (Request a copy)Abstract
Two highly substituted azulene derivatives were synthesised by Pd-mediated dimerisation from the corresponding tolan species. One azulene derivative (2) has donor functionalities (dianisylaminophenyl and dianisylamino) in the 1-, 2-, 3- and 6-positions, while the other (1) has donors (dianisylaminophenyl) in the 2- and 6-positions and acceptors (nitrophenyl) in the 1- and 3-positions. Each azulene derivative shows strong bond length alternation in the solid state, determined by X-ray crystal analysis, and an intense CT band around 450-500 nm in its UV/Vis spectrum. The first-order hyperpolarisability of 1 and of 2 was measured by hyper-Rayleigh scattering and is about that of disperse red DR1. Both azulene derivatives show multiple oxidation processes. The intramolecular adiabatic ET behaviour of the mixed valence radical cations of I and of 2 was investigated by UV/Vis/NIR spectroelectrochemistry. The intervalence-CT band of 1(+) could be analysed by the Generalised Mulliken-Hush theory, which yields an electronic coupling V = 1140 cm(-1) for the optically induced adiabatic hole transfer.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | HYPER-RAYLEIGH SCATTERING; MIXED-VALENCE SYSTEMS; FIRST HYPERPOLARIZABILITY MEASUREMENTS; 2ND-ORDER POLARIZABILITY TENSOR; NONLINEAR-OPTICAL PROPERTIES; TRIARYLAMINE REDOX SYSTEMS; ORGANIC MATERIALS; CHARGE-TRANSFER; BIS(TRIARYLAMINE) SYSTEMS; CHROMOPHORE DESIGN; azulene; electron transfer; hyperpolarisability; mixed-valent compounds; triarylamines |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Central Analytical Services |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 29 Jul 2021 10:21 |
| Last Modified: | 29 Jul 2021 10:21 |
| URI: | https://pred.uni-regensburg.de/id/eprint/38612 |
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