Synthesis of a macrocyclic porphyrin hexamer with a nanometer-sized cavity as a model for the light-harvesting arrays of purple bacteria

被引:91
作者
Mongin, O [1 ]
Schuwey, A [1 ]
Vallot, MA [1 ]
Gossauer, A [1 ]
机构
[1] Univ Fribourg, Inst Organ Chem, CH-1700 Fribourg, Switzerland
关键词
D O I
10.1016/S0040-4039(99)01787-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of a cyclic hexaporphyrin array with an integral acceptor chromophore, mimicking the light-harvesting complex of photosynthetic purple bacteria, is described. The cavity of this hexagonal macrocycle, which is circumscribed by five porphyrin rings, as Zn(II) chelates, and one porphyrin ring, as free base, has a diameter of about 4.6 nm. The quantum efficiency of intramolecular transfer of singlet excited-state energy determined by comparison with a solution of a mixture of the corresponding porphyrin monomers in a 5:1 ratio amounts to 40 %. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8347 / 8350
页数:4
相关论文
共 22 条
  • [1] ENZYME MIMICS BASED ON CYCLIC PORPHYRIN OLIGOMERS - STRATEGY, DESIGN AND EXPLORATORY SYNTHESIS
    ANDERSON, HL
    SANDERS, JKM
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (18): : 2223 - 2229
  • [2] Investigations of electronic energy transfer dynamics in multiporphyrin arrays
    Brodard, P
    Matzinger, S
    Vauthey, E
    Mongin, O
    Papamicaël, C
    Gossauer, A
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 1999, 103 (30) : 5858 - 5870
  • [3] Burrell AK, 1998, SYNLETT, P1297
  • [4] The photochemical reaction in photosynthesis
    Emerson, R
    Arnold, W
    [J]. JOURNAL OF GENERAL PHYSIOLOGY, 1932, 16 (02) : 191 - 205
  • [5] Pigment-pigment interactions and energy transfer in the antenna complex of the photosynthetic bacterium Rhodopseudomonas acidophile
    Freer, A
    Prince, S
    Sauer, K
    Papiz, M
    HawthornthwaiteLawless, A
    McDermott, G
    Cogdell, R
    Isaacs, NW
    [J]. STRUCTURE, 1996, 4 (04) : 449 - 462
  • [6] Hensel V, 1999, CHEM-EUR J, V5, P421, DOI 10.1002/(SICI)1521-3765(19990201)5:2<421::AID-CHEM421>3.0.CO
  • [7] 2-D
  • [8] The crystal structure of the light-harvesting complex II (B800-850) from Rhodospirillum molischianum
    Koepke, J
    Hu, XC
    Muenke, C
    Schulten, K
    Michel, H
    [J]. STRUCTURE, 1996, 4 (05) : 581 - 597
  • [9] ATOMIC MODEL OF PLANT LIGHT-HARVESTING COMPLEX BY ELECTRON CRYSTALLOGRAPHY
    KUHLBRANDT, W
    WANG, DN
    FUJIYOSHI, Y
    [J]. NATURE, 1994, 367 (6464) : 614 - 621
  • [10] CRYSTAL-STRUCTURE OF AN INTEGRAL MEMBRANE LIGHT-HARVESTING COMPLEX FROM PHOTOSYNTHETIC BACTERIA
    MCDERMOTT, G
    PRINCE, SM
    FREER, AA
    HAWTHORNTHWAITELAWLESS, AM
    PAPIZ, MZ
    COGDELL, RJ
    ISAACS, NW
    [J]. NATURE, 1995, 374 (6522) : 517 - 521