Acetylenic tetrathiafulvalene-dicyanovinyl donor-acceptor chromophores

被引：21
作者：
Andersson, Asbjorn Sune [1 ]
Diederich, Francois [2 ]
Nielsen, Mogens Brondsted [1 ]
机构：
[1] Univ Copenhagen, Dept Chem, DK-2100 Copenhagen O, Denmark
[2] ETH, Chim Organ Lab, HCI, CH-8093 Zurich, Switzerland
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2009年 / 7卷 / 17期
关键词：
ELECTROCHEMICAL PROPERTIES; BUILDING-BLOCKS; DERIVATIVES; SYSTEMS; TTF; CYCLOADDITION; TCNQ; MOLECULES; 1ST;
D O I：
10.1039/b909886k
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Compounds incorporating the tetrathiafulvalene (TTF) donor unit and one or two cyanoethynylethene (CEE) acceptor units were prepared by Knoevenagel condensations of highly unstable, TTF-linked propargylic aldehyde or ketone derivatives. The resulting TTF-CEEs are very strong chromophores with low-energy end-absorptions beyond 900 nm. The molecules experience reversible oxidations of the TTF unit, and the optical properties of the oxidised species were elucidated by spectroelectrochemistry.
引用
收藏
页码：3474 / 3480
页数：7
相关论文
共 52 条
  • [1] Synthesis and Characterization of Tetrathiafulvalene-Substituted Di- and Tetraethynylethenes with p-Nitrophenyl Acceptors
    Andersson, Asbjorn S.
    Kerndrup, Lasse
    Madsen, Anders O.
    Kilsa, Kristine
    Nielsen, Mogens Brondsted
    La Porta, Philip R.
    Biaggio, Ivan
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (01) : 375 - 382
  • [2] Synthesis and characteristics of a nonaggregating tris(tetrathiafulvaleno)dodecadehydro[18]annulene
    Andersson, Asbjorn Sune
    Kilsa, Kristine
    Hassenkam, Tue
    Gisselbrecht, Jean-Paul
    Boudon, Corinne
    Gross, Maurice
    Nielsen, Mogens Brondsted
    Diederich, Francois
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (33) : 8451 - 8459
  • [3] THE SYNTHESIS OF 4,4'(5')-DIFORMYLTETRATHIAFULVALENE
    ANDREU, R
    GARIN, J
    ORDUNA, J
    SAVIRON, M
    COUSSEAU, J
    GORGUES, A
    MORISSON, V
    NOZDRYN, T
    BECHER, J
    CLAUSEN, RP
    BRYCE, MR
    SKABARA, PJ
    DEHAEN, W
    [J]. TETRAHEDRON LETTERS, 1994, 35 (49) : 9243 - 9246
  • [4] THE FIRST ALLYLIC ALCOHOL DERIVATIVES OF TETRATHIAFULVALENE - A ROUTE TO NEW COVALENTLY-LINKED DONORS
    ANDREU, R
    GARIN, J
    ORDUNA, J
    SAVIRON, M
    URIEL, S
    [J]. TETRAHEDRON LETTERS, 1995, 36 (24) : 4319 - 4322
  • [5] New TTF-based donor-acceptor molecules linked by flexible ethylenic spacers.
    Andreu, R
    deLucas, AI
    Garin, J
    Martin, N
    Orduna, J
    Sanchez, L
    Seoane, C
    [J]. SYNTHETIC METALS, 1997, 86 (1-3) : 1817 - 1818
  • [6] [Anonymous], 2017, J MOL STRUCT, DOI DOI 10.1016/J.MOLSTRUC.2017.03.014
  • [7] Tuning electron transfer through p-phenyleneethynylene molecular wires
    Atienza, Carmen
    Martin, Nazario
    Wielopolski, Mateusz
    Haworth, Naomi
    Clark, Timothy
    Guldi, Dirk M.
    [J]. CHEMICAL COMMUNICATIONS, 2006, (30) : 3202 - 3204
  • [8] Introduction: Molecular conductors
    Batail, P
    [J]. CHEMICAL REVIEWS, 2004, 104 (11) : 4887 - 4890
  • [9] Functionalised tetrathiafulvalenes:: new applications as versatile π-electron systems in materials chemistry
    Bryce, MR
    [J]. JOURNAL OF MATERIALS CHEMISTRY, 2000, 10 (03) : 589 - 598
  • [10] Bryce MR, 1999, ADV MATER, V11, P11, DOI 10.1002/(SICI)1521-4095(199901)11:1<11::AID-ADMA11>3.0.CO
123456