N,N′-Dibutylbarbituric acid as an acceptor moiety in push–pull chromophores

作者: Milan Klikar , Filip Bureš , Oldřich Pytela , Tomáš Mikysek , Zdeňka Padělková

DOI: 10.1039/C3NJ00683B

关键词:

摘要: Twelve novel D–π–A chromophores with the N,N′-dibutylbarbituric acid acceptor, N,N-dimethylamino donor and a systematically extended π-linker were synthesized. The extent of intramolecular charge-transfer, structure–property relationships nonlinear optical properties further investigated by X-ray analysis, electrochemistry, UV/Vis absorption spectra, calculations EFISH experiments.

参考文章(78)
Nicolle N. P. Moonen, Robin Gist, Corinne Boudon, Jean-Paul Gisselbrecht, Paul Seiler, Tsuyoshi Kawai, Atsushi Kishioka, Maurice Gross, Masahiro Irie, Fran�ois Diederich, Donor-substituted cyanoethynylethenes: powerful chromophores for opto-electronic applications. Organic and Biomolecular Chemistry. ,vol. 1, pp. 2032- 2034 ,(2003) , 10.1039/B303879C
Marcos Caroli Rezende, Iriux Almodovar, Substituent electrophilicities in the NMR spectra of barbituric derivatives Magnetic Resonance in Chemistry. ,vol. 50, pp. 266- 270 ,(2012) , 10.1002/MRC.2858
Filip Bureš, W. Bernd Schweizer, Joshua C. May, Corinne Boudon, Jean-Paul Gisselbrecht, Maurice Gross, Ivan Biaggio, François Diederich, Property tuning in charge-transfer chromophores by systematic modulation of the spacer between donor and acceptor. Chemistry: A European Journal. ,vol. 13, pp. 5378- 5387 ,(2007) , 10.1002/CHEM.200601735
Lap Tak Cheng, Wilson Tam, Sylvia H. Stevenson, Gerald R. Meredith, Geert Rikken, Seth R. Marder, Experimental investigations of organic molecular nonlinear optical polarizabilities. 1. Methods and results on benzene and stilbene derivatives The Journal of Physical Chemistry. ,vol. 95, pp. 10631- 10643 ,(1991) , 10.1021/J100179A026
Shiki Yagai, Toshiharu Nakajima, Takashi Karatsu, Ken-ichi Saitow, Akihide Kitamura, Phototriggered Self-Assembly of Hydrogen-Bonded Rosette Journal of the American Chemical Society. ,vol. 126, pp. 11500- 11508 ,(2004) , 10.1021/JA047783Z
David R. Kanis, Mark A. Ratner, Tobin J. Marks, Design and construction of molecular assemblies with large second-order optical nonlinearities. Quantum chemical aspects Chemical Reviews. ,vol. 94, pp. 195- 242 ,(1994) , 10.1021/CR00025A007
Grant Bourhill, Jean-Luc Bredas, Lap-Tak Cheng, Seth R. Marder, Fabienne Meyers, Joseph W. Perry, Bruce G. Tiemann, Experimental Demonstration of the Dependence of the First Hyperpolarizability of Donor-Acceptor-Substituted Polyenes on the Ground-State Polarization and Bond Length Alternation Journal of the American Chemical Society. ,vol. 116, pp. 2619- 2620 ,(1994) , 10.1021/JA00085A052
Jesus E. González, Roger Y. Tsien, Improved indicators of cell membrane potential that use fluorescence resonance energy transfer Chemistry & Biology. ,vol. 4, pp. 269- 277 ,(1997) , 10.1016/S1074-5521(97)90070-3
Shiki Yagai, Manabu Ishii, Takashi Karatsu, Akihide Kitamura, Gelation‐Assisted Control over Excitonic Interaction in Merocyanine Supramolecular Assemblies Angewandte Chemie. ,vol. 46, pp. 8005- 8009 ,(2007) , 10.1002/ANIE.200702263
Susan Seifert, Andreas Seifert, Gunther Brunklaus, Katja Hofmann, Tobias Rüffer, Heinrich Lang, Stefan Spange, Probing the surface polarity of inorganic oxides using merocyanine-type dyes derived from barbituric acid New Journal of Chemistry. ,vol. 36, pp. 674- 684 ,(2012) , 10.1039/C2NJ20835K