Cationic pi-electron systems with high quadratic hyperpolarisability

Lambert, Christoph and Gaschler, Wolfgang and Noell, Gilbert and Weber, Matthias and Schmaelzlin, Elmar and Braeuchle, Christoph and Meerholz, Klaus (2001) Cationic pi-electron systems with high quadratic hyperpolarisability. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 (6). pp. 964-974. ISSN 1472-779X

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Abstract

Cationic NLO-chromophores based on tolane pi -systems in which conventional electron donors are combined with ionic pyridinio or triorganoammonio and -phosphonio substituents, respectively, perform much better than conventional donor/acceptor-substituted (D/A-substituted) tolanes concerning their hyperpolarisability-transparency trade-off. This effect occurs because ionic acceptors do not enlarge the pi -system in contrast to conventional acceptors. The same holds true for benzene-type chromophores. Despite their different electronic nature, the extrapolated maximal high-energy absorption of the ionic chromophore series as well as of the conventional donor/acceptor-tolanes coincide at the absorption energy of unsubstituted tolane. This proves that the maximal blue transparency of a given series of substituted chromophores is governed by the absorption maximum of the unsubstituted parent chromophore. In this way chromophores have been designed with much higher quadratic hyperpolarisability than e.g. p-nitroaniline at about the same absorption wavelength. By applying the same concept, a two- and a three-dimensional highly efficient octupolar NLO-chromophore assembly has also been synthesised.

Item Type: Article
Uncontrolled Keywords: HYPER-RAYLEIGH SCATTERING; NONLINEAR-OPTICAL-PROPERTIES; BOND-LENGTH ALTERNATION; 1ST HYPERPOLARIZABILITIES; MOLECULAR HYPERPOLARIZABILITY; SOLVENT DEPENDENCE; 2ND-ORDER POLARIZABILITY; OCTUPOLAR MOLECULES; THREEFOLD SYMMETRY; PARA-NITROANILINE;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Depositing User: Dr. Gernot Deinzer
Date Deposited: 01 Mar 2022 10:38
Last Modified: 01 Mar 2022 10:38
URI: https://pred.uni-regensburg.de/id/eprint/41904

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