Browse > Article
http://dx.doi.org/10.5857/RCP.2015.4.2.31

Fluorescence Behavior Associated with a Possible Intercolumnar Charge-transfer Interaction in the Crystalline State of a Dyad Consisting of Mesitylene and 1,4-Dicyano-2-methylnaphthalene Subunits  

Ohta, Eisuke (Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University)
Kobayashi, Hitoshi (Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University)
Sakai, Atsushi (Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University)
Matsui, Yasunori (Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University)
Sato, Hiroyasu (Rigaku, Akishima)
Ikeda, Hiroshi (Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University)
Publication Information
Rapid Communication in Photoscience / v.4, no.2, 2015 , pp. 31-33 More about this Journal
Abstract
Fluorescence (FL) properties of a novel donor-acceptor dyad, comprised of mesitylene and 1,4-dicyano-2-methylnaphthalene (DCMN) subunits connected by an ether linkage, were elucidated. The dyad in cyclohexane exhibits FL arising from an intramolecular exciplex. In the crystalline state, the dyad does not emit light from intra- and inter-molecular exciplexes but rather displays FL that is nearly equivalent to that of 2-methoxymethyl-substituted DCMN. However, the emission spectrum of the crystalline dyad contains a shoulder in the long wavelength region, suggesting that weak intercolumnar charge-transfer interactions take place between columns consisting of the mesitylene and DCMN subunits.
Keywords
Donor-Acceptor Dyad; X-Ray Crystallography; Packing Structure; Exciplex;
Citations & Related Records
연도 인용수 순위
  • Reference
1 Turro, N. J.; Ramamurthy, V.; Scaiano, J. C. Principles of Molecular Photochemistry An Introduction 2009, University Science Books: Herndon, VA.
2 Mataga, N.; Okada, T.; Yamamoto, N. Chem. Phys. Lett. 1967, 1, 119-121   DOI   ScienceOn
3 Beens, H.; Knibbe, H.; Weller, A. J. Chem. Phys. 1967, 47, 1183-1184.   DOI
4 Wang, Y.; Crawford, M. K.; Eisenthal, K. B. J. Phys. Chem. 1980, 84, 2696-2698   DOI
5 Helsen, N.; Viaene, L.; Auweraer, M. V.; De Schryver, F. C. J. Phys. Chem. 1994, 98, 1532-1543   DOI   ScienceOn
6 Kawai, T.; Ikegami, M.; Arai, T. Chem. Commun. 2004, 824-825
7 Cho, D. W.; Fujitsuka, M.; Choi, K. H.; Park, M. J.; Yoon, U. C.; Majima, T. J. Phys. Chem. B 2006, 110, 4576-4582.   DOI   ScienceOn
8 Okada, T.; Fujita, T.; Kubota, M.; Masaki, S.; Mataga, N. Ide, R.; Sakata, Y.; Misumi, S. Chem. Phys. Lett. 1972, 14, 563-568   DOI   ScienceOn
9 Masaki, S.; Okada, T.; Mataga, N.; Sakata, Y.; Misumi, S. Bull. Chem. Soc. Jpn. 1976, 49, 1277-1283   DOI
10 Crawford, M. K.; Wang, Y.; Eisenthal, K. B. Chem. Phys. Lett. 1981, 79, 529-533   DOI   ScienceOn
11 Verhoeven, J. W.; Scherer, T.; Willemse, R. J. Pure Appl. Chem. 1993, 65, 1717-1722
12 Benten, H.; Ohkita, H.; Ito, S.; Yamamoto, M.; Tohda, Y.; Tani, K. Bull. Chem. Soc. Jpn. 2004, 77, 393-399.   DOI   ScienceOn
13 Mukae, H.; Maeda, H.; Mizuno, K. Angew. Chem., Int. Ed. 2006, 45, 6558-6560   DOI   ScienceOn
14 Miyashi, T.; Kamata, M.; Mukai, T. J. Am. Chem. Soc. 1987, 109, 2780-2788   DOI
15 Miyashi, T.; Wakamatsu, K.; Akiya, T.; Kikuchi, K.; Mukai, T. J. Am. Chem. Soc. 1987, 109, 5270-5271.   DOI
16 Imoto, M.; Ikeda, H.; Ohashi, M.; Takeda, M.; Tamaki, A.; Taniguchi, H.; Mizuno, K. Tetrahedron Lett. 2010, 51, 5877-5880.   DOI   ScienceOn
17 Imoto, M.; Ikeda, H.; Fujii, T.; Taniguchi, H.; Tamaki, A.; Takeda, M.; Mizuno, K. Org. Lett. 2010, 12, 1940-1943.   DOI   ScienceOn
18 Frisch, M. J. et al 2009, Gaussian 09 (Revision A.02), Gaussian Inc.: Pittsburgh, PA.
19 Crystal information file can be obtained free of charge from The Cambridge Crystallographic Data Centre (CCDC-1052873) via www.ccdc.cam.ac.uk/data_request/cif.
20 Ferraris, J.; Cowan, D. O.; Walatka, V. Jr.; Perlstein, J. H. J. Am. Chem. Soc. 1973, 95, 948-949   DOI
21 Keller, H. J. ed. Chemistry and Physics of One-Dimensional Metals 1977, Plenum, NY.
22 Ikeda, H. et al unpublished data.