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
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
  • [41] Synthesis of a novel organic soluble and thermal-stable fullerene-perylene dyad
    Hua, JL
    Ding, F
    Meng, FS
    Tian, H
    CHINESE CHEMICAL LETTERS, 2004, 15 (11) : 1373 - 1376
  • [42] Supramolecular aggregates from a fullerene based dyad
    Gayathri, SS
    Patnaik, A
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U747 - U747
  • [43] Fullerene-fluorescein-anthracene hybrids: a model for artificial photosynthesis and solar energy conversion
    Jing, BW
    Zhu, DB
    TETRAHEDRON LETTERS, 2004, 45 (01) : 221 - 224
  • [44] Ultrafast dynamics of multi-exciton state coupled to coherent vibration in zinc chlorin aggregates for artificial photosynthesis
    Shi, Tongchao
    Liu, Zhengzheng
    Miyatake, Tomohiro
    Tamiaki, Hitoshi
    Kobayashi, Takayoshi
    Zhang, Zeyu
    Du, Juan
    Leng, Yuxin
    OPTICS EXPRESS, 2017, 25 (24): : 29667 - 29675
  • [45] Synthesis and spectroscopic properties of a covalently linked porphyrin-fullerene C60 dyad
    Milanesio, M. Elisa
    Durantini, Edgardo N.
    SYNTHETIC COMMUNICATIONS, 2006, 36 (15) : 2135 - 2144
  • [46] A novel BF2-chelated azadipyrromethene-fullerene dyad: synthesis, electrochemistry and photodynamics
    Amin, Anu N.
    El-Khouly, Mohamed E.
    Subbaiyan, Navaneetha K.
    Zandler, Melvin E.
    Fukuzumi, Shunichi
    D'Souza, Francis
    CHEMICAL COMMUNICATIONS, 2012, 48 (02) : 206 - 208
  • [47] Synthesis of a chlorin with annelated lactam ring as subunit for artificial photosynthetic reaction centres
    Montforts, Franz-Peter
    Haake, Elmar
    ARKIVOC, 2018, : 102 - 113
  • [48] Synthesis and characterisation of ruthenium based artificial photosynthesis mimics
    Herrero, C.
    Quaranta, A.
    Leibi, W.
    Rutherford, A.
    Aukauloo, A.
    PHOTOSYNTHESIS RESEARCH, 2007, 91 (2-3) : 281 - 282
  • [49] Photosynthesis and artificial photosynthesis research
    Mamoru Nango
    Miwa Sugiura
    Research on Chemical Intermediates, 2014, 40 : 3163 - 3168
  • [50] Photosynthesis and artificial photosynthesis research
    Nango, Mamoru
    Sugiura, Miwa
    RESEARCH ON CHEMICAL INTERMEDIATES, 2014, 40 (09) : 3163 - 3168