Lambert, Christoph and Nöll, Gilbert and Schmälzlin, Elmar and Meerholz, Klaus and Bräuchle, Christoph (1998) Synthesis, (non)linear optical and redox properties of a donor-substituted truxenone derivative. CHEMISTRY-A EUROPEAN JOURNAL, 4 (11). pp. 2129-2135. ISSN 0947-6539, 1521-3765
Full text not available from this repository. (Request a copy)Abstract
two-dimensional NLO chromophore (7) with three donor-substituted branches and truxenone as the central coupling unit was synthesised from tribromotruxenone by Stille coupling with N,N-di(4-methoxyphenyl)-4'-(tributylstannylethynyl)phenylamine. UV/visible spectroscopy and hyper-Rayleigh scattering measurements prove the truxenone moiety to be a far stronger electron acceptor than, for example, a nitro group. In addition, coupling of excited states leads to an enhanced quadratic hyperpolarisability of 7 compared with one-dimensional reference chromophores. The large redox-potential separation of about 400 mV of the three reductive waves in the cyclic voltammetry also indicates strong electronic coupling of the truxenone unit. Semiempirical computations at AMI-CI level were used to explain the strong coupling; these calculations also suggest a quartet high-spin state for the truxenone trianion. UV/visible spectroelectrochemical investigations of the oxidation and the first reduction of 7 show that both processes weaken the CT excitation so as to modulate the NLO properties.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | HYPER-RAYLEIGH SCATTERING; FIRST HYPERPOLARIZABILITY MEASUREMENTS; 2ND-ORDER POLARIZABILITY TENSOR; CHARGE-TRANSFER MOLECULES; NONLINEAR OPTICS; SYMMETRY; CHROMOPHORES; SYSTEMS; DIPOLAR; NLO; cross coupling; cyclic voltammetry; cyclotrimerisation; nonlinear optics; semiempirical calculations |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 23 Feb 2023 05:32 |
| Last Modified: | 23 Feb 2023 05:32 |
| URI: | https://pred.uni-regensburg.de/id/eprint/49378 |
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