The Synthesis and One- and Two-Photon Optical Properties of Dipolar, Quadrupolar and Octupolar Donor-Acceptor Molecules Containing Dimesitylboryl Groups

Autor: Hanns Martin Kaiser, Wai Yeung Wong, Mireille Blanchard-Desce, Andrew Beeby, Dieter E. Kaufmann, Céline Le Droumaguet, Claudine Katan, Suk Yue Poon, Lars-Olof Pålsson, Marina Charlot, Jonathan C. Collings, Jackie A. Mosely, Todd B. Marder
Přispěvatelé: Department of Chemistry, Durham University, Hong Kong Baptist University (HKBU), Chimie et Photonique Moléculaires (CPM), Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Centre National de la Recherche Scientifique (CNRS), Institut für Organische Chemie der Technischen Universität Clausthal, Clausthal University of Technology (TU Clausthal), Université de Rennes (UR)-Centre National de la Recherche Scientifique (CNRS)
Rok vydání: 2009
Předmět:
Zdroj: Chemistry-A European Journal
Chemistry-A European Journal, Wiley-VCH Verlag, 2009, 15 (1), pp.198-208. ⟨10.1002/chem.200801719⟩
Chemistry-A European Journal, 2009, 15 (1), pp.198-208. ⟨10.1002/chem.200801719⟩
ISSN: 1521-3765
0947-6539
DOI: 10.1002/chem.200801719
Popis: C. Katan present address: CNRS UMR6082 FOTON, INSA de Rennes, 20 avenue des Buttes de Coësmes, CS 70839, 35708 RENNES cedex 7, France; International audience; Two series of related donor-acceptor conjugated dipolar, pseudo-quadrupolar (V-shaped) and octupolar molecular systems based on the p-dimesitylborylphenylethynylaniline, namely 4-(4-dimesitylborylphenylethynyl)-N,N-dimethylaniline, 4-[4-(4-dimesitylboryl-phenylethynyl)phenylethynyl]-N,N-dimethylaniline, 4,4'-bis(4-dimesitylborylphenyl-ethynyl)-N-n-butylcarbazole and tris[4-(4-dimesitylborylphenylethynyl)phenyl]amine, and on the E-p-dimesitylborylethenylaniline motif, namely E-4-dimesitylborylethenyl-N,N-di(4-tolyl)aniline, 4,4'-bis(E-dimesitylborylethenyl)-N-n-butylcarbazole and tris(E-4-dimesitylborylethenylphenyl)amine have been synthesized, by palladium catalyzed cross-coupling and hydroboration routes respectively. Their absorption and emission maxima, fluorescence lifetimes and quantum yields have been obtained and their two-photon absorption spectra and two-photon absorption (TPA) cross-sections have been examined. Of these systems, the octupolar compound tris-(E-4-dimesitylborylethenylphenyl)amine has been shown to exhibit by far the largest two-photon absorption cross-section among the two series and amount to about 1000 GM at 740 nm. Its TPA performance is comparable to those of other triphenylamine based octupoles of similar size.
Databáze: OpenAIRE
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