Heterotriangulenes π-Expanded at Bridging Positions

被引:21
作者
Chou, Chih-Ming [1 ]
Saito, Shohei [1 ]
Yamaguchi, Shigehiro [1 ,2 ]
机构
[1] Nagoya Univ, Dept Chem, Grad Sch Sci, Chikusa Ku, Nagoya, Aichi 4648602, Japan
[2] Nagoya Univ, Inst Transformat BioMol WPI ITbM, Nagoya, Aichi 4648602, Japan
基金
日本学术振兴会;
关键词
X-RAY; CONVERSION; SYSTEM; CATION; STATES;
D O I
10.1021/ol501004g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of nitrogen-containing heterotriangulenes expanded at the bridging positions has been synthesized. Among them, a dibenzo[c,g]fluorenylidene-substituted derivative has a highly twisted conformation for the overcrowded alkene moieties, which impart a highly electron-accepting character to the electron-donating heterotriangulene skeleton and thereby an NIR absorption as well as multiredox properties with a low reduction potential.
引用
收藏
页码:2868 / 2871
页数:4
相关论文
共 32 条
  • [1] TABLES OF BOND LENGTHS DETERMINED BY X-RAY AND NEUTRON-DIFFRACTION .1. BOND LENGTHS IN ORGANIC-COMPOUNDS
    ALLEN, FH
    KENNARD, O
    WATSON, DG
    BRAMMER, L
    ORPEN, AG
    TAYLOR, R
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1987, (12): : S1 - S19
  • [2] Surface-supported 2D heterotriangulene polymers
    Bieri, Marco
    Blankenburg, Stephan
    Kivala, Milan
    Pignedoli, Carlo A.
    Ruffieux, Pascal
    Muellen, Klaus
    Fasel, Roman
    [J]. CHEMICAL COMMUNICATIONS, 2011, 47 (37) : 10239 - 10241
  • [3] COREY EJ, 1972, TETRAHEDRON LETT, P3769
  • [4] New Type of Organic Sensitizers with a Planar Amine Unit for Efficient Dye-Sensitized Solar Cells
    Do, Kwangseok
    Kim, Duckhyun
    Cho, Nara
    Paek, Sanghyun
    Song, Kihyung
    Ko, Jaejung
    [J]. ORGANIC LETTERS, 2012, 14 (01) : 222 - 225
  • [5] Elaboration of diaryl ketones into naphthalenes fused on two or four sides: A naphthoannulation procedure
    Donovan, PM
    Scott, LT
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (10) : 3108 - 3112
  • [6] Bridged-triarylamine starburst oligomers as hole transporting materials for electroluminescent devices
    Fang, Zhen
    Chellappan, Vijila
    Webster, Richard D.
    Ke, Lin
    Zhang, Tianfu
    Liu, Bin
    Lai, Yee-Hing
    [J]. JOURNAL OF MATERIALS CHEMISTRY, 2012, 22 (30) : 15397 - 15404
  • [7] Bridged triphenylamine based molecules with large two-photon absorption cross sections in organic and aqueous media
    Fang, Zhen
    Zhang, Xinhai
    Lai, Yee Hing
    Liu, Bin
    [J]. CHEMICAL COMMUNICATIONS, 2009, (08) : 920 - 922
  • [8] Filed J. E., 2002, CHEM MATER, V14, P962
  • [9] Frisch M. J., 2010, GAUSSIAN 09 REVISION
  • [10] Comparison of Oxidative Aromatic Coupling and the Scholl Reaction
    Grzybowski, Marek
    Skonieczny, Kamil
    Butenschoen, Holger
    Gryko, Daniel T.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (38) : 9900 - 9930