Synthesis of a Chlorin Fullerene Dyad for Artificial Photosynthesis

被引：11
|
作者：
Bertran, Jordi Ceron [1 ]
Montforts, Franz-Peter [2 ,3 ]
机构：
[1] ICIQ Inst Catala Investigac Quim, Av Paisos Catalans 16, Tarragona 43007, Spain
[2] Univ Bremen, Inst Organ & Analyt Chem, FB2, D-28359 Bremen, Germany
[3] Postfach 330440, D-28334 Bremen, Germany
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 2017卷 / 12期
关键词：
Chlorin; Fullerenes; Photosynthesis; Cycloaddition; Nitrogen heterocycles; PHOTOINDUCED ELECTRON-TRANSFER; SMALL REORGANIZATION ENERGY; DIRECTED SYNTHESIS; CHEMISTRY; PORPHYRIN; CHARGE; PYRROLES; ASSEMBLIES;
D O I：
10.1002/ejoc.201601504
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
To mimic photosynthesis a new chlorin fullerene dyad 4b was synthesized. Chlorin donor and fullerene acceptor subunits were linked by means of a Diels-Alder reaction. The chlorin donor moiety represents the characteristic chromophore of chlorophylls. Nature and evolution has optimized chlorophylls to be efficient light-harvesting pigments. Artificial photosynthesis devices should also benefit from this evolutionary optimization. The rigid spacer and quite extended spacer geometry of 4b was chosen to minimize electron interaction between the chlorin donor and the fullerene acceptor.
引用
收藏
页码：1608 / 1617
页数：10
相关论文
共 50 条
  • [21] Production of an ultra-long-lived charge-separated state in a zinc chlorin-C60 dyad by one-step photoinduced electron transfer
    Ohkubo, K
    Kotani, H
    Shao, JG
    Ou, ZP
    Kadish, KM
    Li, GL
    Pandey, RK
    Fujitsuka, M
    Ito, O
    Imahori, H
    Fukuzumi, S
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (07) : 853 - 856
  • [22] Fullerene-Coumarin Dyad as a Selective Metal Receptor: Synthesis, Photophysical Properties, Electrochemistry and Ion Binding Studies
    Pagona, Georgia
    Economopoulos, Solon P.
    Tsikalas, George K.
    Katerinopoulos, Haralambos E.
    Tagmatarchis, Nikos
    CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (39) : 11969 - 11976
  • [23] The Synthesis of New Porphyrin–Quinone Dyad Systems
    E. A. Aksenova
    A. F. Mironov
    Russian Journal of Bioorganic Chemistry, 2001, 27 : 50 - 56
  • [24] Synthesis of porphyrin-fullerene dyads and their spectroscopic properties
    Leupold, Stephan
    Shokati, Touraj
    Eberle, Christoph
    Borrmann, Tobias
    Montforts, Franz-Peter
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (15) : 2621 - 2627
  • [25] A glycyl-substituted porphyrin as a starting compound for the synthesis of a π-π-stacked porphyrin-fullerene dyad with a frozen geometry
    Lembo, Angelo
    Tagliatesta, Pietro
    Cicero, Daniel
    Leoni, Alessandro
    Salvatori, Alisa
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2009, 7 (06) : 1093 - 1096
  • [26] Realizing artificial photosynthesis
    Gust, Devens
    Moore, Thomas A.
    Moore, Ana L.
    FARADAY DISCUSSIONS, 2012, 155 : 9 - 26
  • [27] Membranes for artificial photosynthesis
    Chabi, Sakineh
    Papadantonakis, Kimberly M.
    Lewis, Nathan S.
    Freund, Michael S.
    ENERGY & ENVIRONMENTAL SCIENCE, 2017, 10 (06) : 1320 - 1338
  • [28] A Panchromatic Supramolecular Fullerene-Based Donor-Acceptor Assembly Derived from a Peripherally Substituted Bodipy-Zinc Phthalocyanine Dyad
    Rio, Yannick
    Seitz, Wolfgang
    Gouloumis, Andreas
    Vazquez, Purificacion
    Sessler, Jonathan L.
    Guldi, Dirk M.
    Torres, Tomas
    CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (06) : 1929 - 1940
  • [29] Synthesis of a dual clickable fullerene platform and construction of a dissymmetric BODIPY-[60]Fullerene-DistyrylBODIPY triad
    Rabah, Jad
    Yonkeu, Lyne
    Wright, Karen
    Vallee, Anne
    Meallet-Renault, Rachel
    Ha-Thi, Minh-Huong
    Fatima, Anam
    Clavier, Gilles
    Fensterbank, Helene
    Allard, Emmanuel
    TETRAHEDRON, 2021, 100
  • [30] Ultrafast spectroscopic investigation of a fullerene poly(3-hexylthiophene) dyad
    Banerji, Natalie
    Seifter, Jason
    Wang, Mingfeng
    Vauthey, Eric
    Wudl, Fred
    Heeger, Alan J.
    PHYSICAL REVIEW B, 2011, 84 (07)
12345