A Compactly Fused π-Conjugated Tetrathiafulvalene-Perylenediimide Donor-Acceptor Dyad

被引:43
作者
Jaggi, Michael [1 ]
Blum, Carmen [1 ]
Dupont, Nathalie [2 ]
Grilj, Jakob [2 ]
Liu, Shi-Xia [1 ]
Hauser, Juerg [1 ]
Hauser, Andreas [2 ]
Decurtins, Silvio [1 ]
机构
[1] Univ Bern, Dept Chem & Biochem, CH-3012 Bern, Switzerland
[2] Univ Geneva, Dept Chim Phys, CH-1211 Geneva 4, Switzerland
基金
瑞士国家科学基金会;
关键词
INTRAMOLECULAR CHARGE-TRANSFER; ELECTRON-TRANSFER; TTF; DERIVATIVES; DIIMIDE; MOLECULES; BISIMIDE; FLUORESCENT; PORPHYRIN; ARRAYS;
D O I
10.1021/ol901186n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis and structural characterization of a tetrathiafulvalene-fused perylenediimide molecular dyad is presented. Its largely extended pi-conjugation provides Intense optical absorption bands over a wide spectral range. The planar functional molecule exhibits a short-lived nonluminescent excited state attributed to intramolecular charge separation.
引用
收藏
页码:3096 / 3099
页数:4
相关论文
共 43 条
[1]   Self-assembly of supramolecular light-harvesting arrays from covalent multi-chromophore peryiene-3,4:9,10-bis(dicarboximide) building blocks [J].
Ahrens, MJ ;
Sinks, LE ;
Rybtchinski, B ;
Liu, WH ;
Jones, BA ;
Giaimo, JM ;
Gusev, AV ;
Goshe, AJ ;
Tiede, DM ;
Wasielewski, MR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (26) :8284-8294
[2]   New TTF-based donor-acceptor molecules linked by flexible ethylenic spacers. [J].
Andreu, R ;
deLucas, AI ;
Garin, J ;
Martin, N ;
Orduna, J ;
Sanchez, L ;
Seoane, C .
SYNTHETIC METALS, 1997, 86 (1-3) :1817-1818
[3]   Correlation of electrochemical and theoretical parameters in perylenediimide-[60]fullerene dyads [J].
Baffreau, Jerme ;
Leroy-Lhez, Stephanie ;
Gallego-Planas, Nuria ;
Hudhomme, Pietrick .
JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 2007, 815 (1-3) :145-150
[4]   Tetrathiafulvalenes, oligoacenenes, and their buckminsterfullerene derivatives: The brick and mortar of organic electronics [J].
Bendikov, M ;
Wudl, F ;
Perepichka, DF .
CHEMICAL REVIEWS, 2004, 104 (11) :4891-4945
[5]   Perylenediimide nanowires and their use in fabricating field-effect transistors and complementary inverters [J].
Briseno, Alejandro L. ;
Mannsfeld, Stefan C. B. ;
Reese, Colin ;
Hancock, Jessica M. ;
Xiong, Yujie ;
Jenekhe, Samson A. ;
Bao, Zhenan ;
Xia, Younan .
NANO LETTERS, 2007, 7 (09) :2847-2853
[6]   The first tetrathiafulvalene derivatives exhibiting second-order NLO properties [J].
de Lucas, AI ;
Martín, N ;
Sánchez, L ;
Seoane, C ;
Andreu, R ;
Garín, J ;
Orduna, J ;
Alcalá, R ;
Villacampa, B .
TETRAHEDRON, 1998, 54 (18) :4655-4662
[7]   Electronic interactions in a new π-extended tetrathiafulvalene dimer [J].
Díaz, MC ;
Illescas, BM ;
Martín, N ;
Perepichka, IF ;
Bryce, MR ;
Levillain, E ;
Viruela, R ;
Ortí, E .
CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (10) :2709-2721
[8]   Novel Fluorescent Dyes with Fused Perylene Tetracarboxlic Diimide and BODIPY Analogue Structures [J].
Feng, Junqian ;
Liang, Baolong ;
Wang, Delou ;
Xue, Lin ;
Li, Xiyou .
ORGANIC LETTERS, 2008, 10 (20) :4437-4440
[9]   New and efficient arrays for photoinduced charge separation based on perylene bisimide and corroles [J].
Flamigni, Lucia ;
Ventura, Barbara ;
Tasior, Mariusz ;
Becherer, Thomas ;
Langhals, Heinz ;
Gryko, Daniel T. .
CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (01) :169-183
[10]   Photophysical study of bay substituted perylenediimides [J].
Fron, Eduard ;
Schweitzer, Gerd ;
Osswald, Peter ;
Wuerthner, Frank ;
Marsal, Philippe ;
Beljonne, David ;
Muellen, Klaus ;
De Schryver, Frans C. ;
Van der Auweraer, Mark .
PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 2008, 7 (12) :1509-1521