Syntheses of soluble, π-stacking tetracene derivatives

被引：145
作者：
Chen, ZH [1 ]
Muller, P [1 ]
Swager, TM [1 ]
机构：
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
来源：
ORGANIC LETTERS | 2006年 / 8卷 / 02期
关键词：
D O I：
10.1021/ol0526468
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The syntheses of a series of fluorine- and alkyl/alkoxy-functionalized tetracenes are reported. These functional groups are found to improve the solubility in common organic solvents and tune molecular arrangement in solids. The crystal packing, electrochemical behavior, and UV-vis absorbance spectroscopy of these materials are discussed.
引用
收藏
页码：273 / 276
页数：4
相关论文
共 45 条
  • [11] Phenyl-perfluorophenyl stacking interactions: A new strategy for supermolecule construction
    Coates, GW
    Dunn, AR
    Henling, LM
    Dougherty, DA
    Grubbs, RH
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1997, 36 (03) : 248 - 251
  • [12] Phenyl-perfluorophenyl stacking interactions: Topochemical[2+2] photodimerization and photopolymerization of olefinic compounds
    Coates, GW
    Dunn, AR
    Henling, LM
    Ziller, JW
    Lobkovsky, EB
    Grubbs, RH
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (15) : 3641 - 3649
  • [13] Cornil J, 2001, ADV MATER, V13, P1053, DOI 10.1002/1521-4095(200107)13:14<1053::AID-ADMA1053>3.0.CO
  • [14] 2-7
  • [15] POLAR INTERACTIONS BETWEEN STACKED PI-SYSTEMS IN FLUORINATED 1,8-DIARYLNAPHTHALENES - IMPORTANCE OF QUADRUPOLE-MOMENTS IN MOLECULAR RECOGNITION
    COZZI, F
    PONZINI, F
    ANNUNZIATA, R
    CINQUINI, M
    SIEGEL, JS
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (09): : 1019 - 1020
  • [16] CURIS MD, 2004, J AM CHEM SOC, V126, P4318
  • [17] Building blocks for n-type organic electronics: Regiochemically modulated inversion of majority carrier sign in perfluoroarene-modified polythiophene semiconductors
    Facchetti, A
    Yoon, MH
    Stern, CL
    Katz, HE
    Marks, TJ
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (33) : 3900 - 3903
  • [18] Structural order in conjugated oligothiophenes and its implications on opto-electronic devices
    Fichou, D
    [J]. JOURNAL OF MATERIALS CHEMISTRY, 2000, 10 (03) : 571 - 588
  • [19] DICHLOROCARBENE-INDUCED DEAMINATION OF NAPHTHALEN-1,4-IMINES AND ANTHRACEN-9,10-IMINES
    GRIBBLE, GW
    ALLEN, RW
    LEHOULLIER, CS
    EATON, JT
    EASTON, NR
    SLAYTON, RI
    SIBI, MP
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (05) : 1025 - 1026
  • [20] Relationship between molecular structure and electrical performance of oligothiophene organic thin film transistors
    Halik, M
    Klauk, H
    Zschieschang, U
    Schmid, G
    Ponomarenko, S
    Kirchmeyer, S
    Weber, W
    [J]. ADVANCED MATERIALS, 2003, 15 (11) : 917 - +
12345