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Pure Appl. Chem., 1996, Vol. 68, No. 7, pp. 1399-1404

http://dx.doi.org/10.1351/pac199668071399

New molecular systems for functional dye-based molecular switching of luminescence

Jörg Daub, Martin Beck, Andreas Knorr and H. Spreitzer

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  • Pathem Bala Krishna, Zheng Yue Bing, Morton Seth, Petersen Michael Åxman, Zhao Yuxi, Chung Choong-Heui, Yang Yang, Jensen Lasse, Nielsen Mogens Brøndsted, Weiss Paul S.: Photoreaction of Matrix-Isolated Dihydroazulene-Functionalized Molecules on Au{111}. Nano Lett. 2013, 13, 337. <http://dx.doi.org/10.1021/nl304102n>
  • Zhai Yanling, Zhu Zhijun, Zhu Chengzhou, Zhu Jinbo, Ren Jiangtao, Wang Erkang, Dong Shaojun: Reversible photo-chem-electrotriggered three-state luminescence switching based on core–shell nanostructures. Nanoscale 2013, 5, 4344. <http://dx.doi.org/10.1039/c3nr00254c>
  • Quinton Cassandre, Alain-Rizzo Valérie, Dumas-Verdes Cécile, Clavier Gilles, Miomandre Fabien, Audebert Pierre: Design of New Tetrazine-Triphenylamine Bichromophores - Fluorescent Switching by Chemical Oxidation. Eur J Org 2012, 2012, 1394. <http://dx.doi.org/10.1002/ejoc.201101584>
  • Monaco Simone, Semeraro Monica, Tan Wenjuan, Tian He, Ceroni Paola, Credi Alberto: Multifunctional switching of a photo- and electro-chemiluminescent iridium–dithienylethene complex. Chem. Commun. 2012, 48, 8652. <http://dx.doi.org/10.1039/c2cc34054b>
  • Yucel Baris, Sanli Bahar, Akbulut Huseyin, Ozbey Suheyla, Benniston Andrew C.: Colour-responsive fluorescent oxy radical sensors. Biomol Chem 2012, 10, 1775. <http://dx.doi.org/10.1039/c2ob06825g>
  • Nithyanandan Sivasankaran, Kannan Palaninathan, Senthil Kumar Karuppannan, Ramamurthy Perumal: Optical switching, photophysical, and electrochemical behaviors of pendant triazole-linked indolylfulgimide polymer. J Polym Sci A Polym Chem 2011, 49, 1138. <http://dx.doi.org/10.1002/pola.24528>
  • K��nal Arma��an, Acar Nursel, Feig Michael, Gebreyohannes Kahsay G., McGuffin Victoria L., Nguyen Ngoc-Ty, Tang Bich-Van, Le Van-Hoang: A DFT and TD-DFT study on intermolecular charge transfer complexes of pyrene with phenothiazine and promazine. Journal of Molecular Structure: THEOCHEM 2010, 949, 36. <http://dx.doi.org/10.1016/j.theochem.2010.02.033>
  • Cusido Janet, Deniz Erhan, Raymo Françisco M.: Fluorescent Switches Based on Photochromic Compounds. Eur J Org Chem 2009, 2009, 2031. <http://dx.doi.org/10.1002/ejoc.200801244>
  • Davis Riju, Tamaoki Nobuyuki: Modulation of Unconventional Fluorescence of Novel Photochromic Perimidine Spirodimers. Chem Eur J 2007, 13, 626. <http://dx.doi.org/10.1002/chem.200600190>
  • Al-Kaysi Rabih O., Bourdelande José Luis, Gallardo Iluminada, Guirado Gonzalo, Hernando Jordi: Investigation of an Acid–Base and Redox Molecular Switch: From Bulk to the Single-Molecule Level. Chem Eur J 2007, 13, 7066. <http://dx.doi.org/10.1002/chem.200700236>
  • Trieflinger Christian, Röhr Holger, Rurack Knut, Daub Jörg: Multiples Schalten und photogesteuerte Elektrochemilumineszenz einer Dihydroazulen-Bordipyrromethen-Dyade. Angew Chem 2005, 117, 7104. <http://dx.doi.org/10.1002/ange.200501573>
  • Trieflinger Christian, Röhr Holger, Rurack Knut, Daub Jörg: Multiple Switching and Photogated Electrochemiluminescence Expressed by a Dihydroazulene/Boron Dipyrromethene Dyad. Angew Chem Int Ed 2005, 44, 6943. <http://dx.doi.org/10.1002/anie.200501573>
  • Leroy-Lhez Stéphanie, Fages Frédéric: Synthesis and Photophysical Properties of a Highly Fluorescent Ditopic Ligand Based on 1,6-Bis(ethynyl)pyrene as Central Aromatic Core. Eur J Org Chem 2005, 2005, 2684. <http://dx.doi.org/10.1002/ejoc.200500059>
  • Raymo Françisco M., Tomasulo Massimiliano: Electron and energy transfer modulation with photochromic switches. Chem Soc Rev 2005, 34, 327. <http://dx.doi.org/10.1039/b400387j>
  • Tomasulo Massimiliano, Raymo Françisco M.: Optical writing and reading with bilayer assemblies of photosensitive and fluorescent films. J Mater Chem 2005, 15, 4354. <http://dx.doi.org/10.1039/b508732e>
  • De Waele Vincent, Beutter Matthias, Schmidhammer Uli, Riedle Eberhard, Daub Jörg: Switching dynamics of the photochromic 1,1-dicyano-2-(4-cyanophenyl)-1,8a-dihydroazulene probed by sub-30 fs spectroscopy. chem phys letts 2004, 390, 328. <http://dx.doi.org/10.1016/j.cplett.2004.04.036>
  • Querol Manel, Bozic Biljana, Salluce Nunzio, Belser Peter: Synthesis, metal complex formation, and switching properties of spiropyrans linked to chelating sites. J Polyhedron 2003, 22, 655. <http://dx.doi.org/10.1016/S0277-5387(02)01397-9>
  • Büschel Michael, Stadler Christian, Lambert Christoph, Beck Martin, Daub Jörg: Heterocyclic quinones as core units for redox switches: UV–vis/NIR, FTIR spectroelectrochemistry and DFT calculations on the vibrational and electronic structure of the radical anions. Journal of Electroanalytical Chemistry 2000, 484, 24. <http://dx.doi.org/10.1016/S0022-0728(00)00037-1>
  • Daub J., Mrozek T., Ajayaghosh A.: Signaling and Expression of Electronic Effects by Dihydroazulene-Vinylheptafulvene Photochromism. Molecular Crystals and Liquid Crystals Science and Technology Section A Molecular Crystals and Liquid Crystals 2000, 344, 41. <http://dx.doi.org/10.1080/10587250008023812>
  • Ihmels Heiko: Synthesis, Fluorescence Properties, and Head-to-Tail Regioselectivity in the Photodimerization of a Donor–Acceptor-Substituted Anthracene. Eur J Org Chem 1999, 1999, 1595. <http://dx.doi.org/10.1002/(SICI)1099-0690(199907)1999:7<1595::AID-EJOC1595>3.0.CO;2-D>
  • Tsivgoulis Gerasimos M., Lehn Jean-Marie: Multiplexing optical systems: Multicolor-bifluorescent-biredox photochromic mixtures. Adv Mater 1997, 9, 627. <http://dx.doi.org/10.1002/adma.19970090806>
  • Knorr Andreas, Daub Jörg: Strukturelle Reorganisation von Stilbenanalogen Verbindungen mit ausgedehnten π-Elektronensystemen durch Oxidation und Reduktion. Angew Chem 1997, 109, 2926. <http://dx.doi.org/10.1002/ange.19971092434>
  • Spreitzer Hubert, Daub Jörg: Multi-Mode Switching Based on Dihydroazulene/vinylheptafulvene Photochromism: Synergism of Photochromism and Redox Switching in Heteroaryl-Functionalized Systems. Chem Eur J 1996, 2, 1150. <http://dx.doi.org/10.1002/chem.19960020918>
  • Spreitzer Hubert, Scholz Markus, Gescheidt Georg, Daub Jörg: Electron-Transfer Chemistry and Redox-Switching of Stilbene-Like Heteroaromatic Compounds — Syntheses, Optoelectrochemical and ESR/ENDOR Studies. Liebigs Ann /Recueil 1996, 1996, 2069. <http://dx.doi.org/10.1002/jlac.199619961218>