Pyreno[4,5-b]furan and Pyreno[4,5-b:9,10-b′]difuran Derivatives as New Blue Fluorophores: Synthesis, Structure, and Electronic Properties

被引：9
|
作者：
Kojima, Taketo [1 ]
Yokota, Ruri [1 ]
Kitamura, Chitoshi [1 ]
Kurata, Hiroyuki [2 ]
Tanaka, Mirai [3 ]
Ikeda, Hiroshi [3 ]
Kawase, Takeshi [1 ]
机构：
[1] Univ Hyogo, Grad Sch Engn, Dept Mat Sci & Chem, Himeji, Hyogo 6712280, Japan
[2] Osaka Univ, Grad Sch Sci, Dept Chem, Toyonaka, Osaka 5600043, Japan
[3] Osaka Prefecture Univ, Grad Sch Engn, Dept Appl Chem, Naka Ku, Sakai, Osaka 5998531, Japan
来源：
CHEMISTRY LETTERS | 2014年 / 43卷 / 05期
关键词：
PYRENE; POSITIONS;
D O I：
10.1246/cl.131198
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
New pyreno[4,5-b]furan and pyreno[4,5-b:9,10-b']difuran derivatives displaying intense blue fluorescence in CH2Cl2 were efficiently synthesized through the reactions of pyrene-4,5-dione and 2,7-di-tert-butylpyrene-4,5,9,10-tetraone with benzylphosphoranes as a key step. X-ray crystallographic analysis reveals that both pyrenofurans have a planar structure, and their electrochemical properties obviously indicate high HOMO energy levels as predicted by density functional theory (DFT) calculations.
引用
收藏
页码：696 / 698
页数：3
相关论文
共 50 条
  • [1] Facile synthesis of an ambient stable pyreno[4,5-b]pyrrole monoanion and pyreno[4,5-b:9,10-b′]dipyrrole dianion: from serendipity to design
    Kumar, Sharvan
    Yoshida, Kohshi
    Hattori, Yusuke
    Higashino, Tomohiro
    Imahori, Hiroshi
    Seki, Shu
    CHEMICAL SCIENCE, 2022, 13 (06) : 1594 - 1599
  • [2] Synthesis, Characterization, Self-Assembly, and Physical Properties of 11-Methylbenzo[d]pyreno[4,5-b]furan
    Xiao, Jinchong
    Yang, Bo
    Wong, Jen It
    Liu, Yi
    Wei, Fengxia
    Tan, Ke Jie
    Teng, Xue
    Wu, Yuechao
    Huang, Ling
    Kloc, Christian
    Boey, Freddy
    Ma, Jan
    Zhang, Hua
    Yang, Hui Ying
    Zhang, Qichun
    ORGANIC LETTERS, 2011, 13 (12) : 3004 - 3007
  • [3] SYNTHESIS AND PROPERTIES OF PYRIDAZINO[4,5-B]QUINOLINE DERIVATIVES
    GODARD, A
    PASTOUR, P
    QUEGUINE.G
    BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE, 1972, (04): : 1588 - &
  • [4] Synthesis of new imidazo[4,5-b]pyridine derivatives
    Bukowski, L
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2002, (07): : 937 - 944
  • [5] SYNTHESIS OF PYRIMIDO[4,5-B]INDOLE DERIVATIVES
    KOST, AN
    YAGODZINSKY, T
    SAGITULLIN, RS
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1977, (05): : 706 - 706
  • [6] SYNTHESIS OF PYRIMIDO(4,5-B)QUINOLINE DERIVATIVES
    ROBEV, SK
    DOKLADI NA BOLGARSKATA AKADEMIYA NA NAUKITE, 1978, 31 (05): : 551 - 554
  • [7] Practical syntheses of hexahydroazepino[4,5-b]- and hexahydroazocino[4,5-b]indoles
    Diker, K.
    Doee de Maindreville, M.
    Levy, J.
    Tetrahedron Letters, 1995, 36 (20):
  • [8] PYRIDAZINO[4,5-B]INDOLE DERIVATIVES
    NOGRADY, T
    MORRIS, L
    CANADIAN JOURNAL OF CHEMISTRY, 1969, 47 (11): : 1999 - &
  • [9] Synthesis of new imidazo-[4,5-b]pyridine derivatives
    Bukowski L.
    Chemistry of Heterocyclic Compounds, 2002, 38 (07) : 828 - 835
  • [10] STRUCTURE AND PROPERTIES OF 1-OXYTRIAZOLO[4,5-B]PYRIDINES AND 3-OXYTRIAZOLO[4,5-B]PYRIDINES
    AZEV, YA
    MOKRUSHINA, GA
    POSTOVSKII, IY
    SHEINKER, YN
    ANISIMOVA, OS
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1976, (10): : 1418 - 1421
12345