A new functionalization strategy for pentacene

被引:39
作者
Anthony, John E. [1 ]
Gierschner, Johannes
Landis, Chad A.
Parkin, Sean R.
Sherman, Jes B.
Bakus, Ronald C., II
机构
[1] Univ Kentucky, Dept Chem, Lexington, KY 40506 USA
[2] Univ Mons, Lab Chem Novel Mat, B-7000 Mons, Belgium
关键词
D O I
10.1039/b711296c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Functionalization of the pro-cata positions of pentacene with groups held perpendicular to the aromatic plane, in this case through a rigid 1,3-dioxole unit, yields pentacene derivatives that are stable and soluble, and still maintain edge-to-face interactions in the solid state.
引用
收藏
页码:4746 / 4748
页数:3
相关论文
共 27 条
  • [1] 2,3-BIS(TRIMETHYLSILYLOXY)-1,3-BUTADIENE AS A USEFUL REACTIVE DIENE IN DIELS-ALDER REACTION
    ANDERSON, DR
    KOCH, TH
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (13) : 2726 - 2728
  • [2] A road map to stable, soluble, easily crystallized pentacene derivatives
    Anthony, JE
    Eaton, DL
    Parkin, SR
    [J]. ORGANIC LETTERS, 2002, 4 (01) : 15 - 18
  • [3] Photodimerization of anthracenes in fluid solution: structural aspects
    Bouas-Laurent, H
    Castellan, A
    Desvergne, JP
    Lapouyade, R
    [J]. CHEMICAL SOCIETY REVIEWS, 2000, 29 (01) : 43 - 55
  • [4] A soluble pentacene: synthesis, EPR and electrochemical studies of 2,3,9,10-tetrakis(trimethylsilyl)pentacene
    Chan, SH
    Lee, HK
    Wang, YM
    Fu, NY
    Chen, XM
    Cai, ZW
    Wong, HNC
    [J]. CHEMICAL COMMUNICATIONS, 2005, (01) : 66 - 68
  • [5] Shining light on a pentacene derivative: The role of photoinduced cycloadditions
    Coppo, P
    Yeates, SG
    [J]. ADVANCED MATERIALS, 2005, 17 (24) : 3001 - +
  • [6] Solid-state packing of conjugated oligomers:: from π-stacks to the herringbone structure
    Curtis, MD
    Cao, J
    Kampf, JW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (13) : 4318 - 4328
  • [7] Frisch M., 2016, Gaussian, V16
  • [8] Optical bandgaps of π-conjugated organic materials at the polymer limit:: Experiment and theory
    Gierschner, Johannes
    Cornil, Jerome
    Egelhaaf, Hans-Joachim
    [J]. ADVANCED MATERIALS, 2007, 19 (02) : 173 - 191
  • [9] Holmes D, 1999, CHEM-EUR J, V5, P3399, DOI 10.1002/(SICI)1521-3765(19991105)5:11<3399::AID-CHEM3399>3.0.CO
  • [10] 2-V