THE SYNTHESIS AND SOLUTION CONFORMATION OF DODECAPHENYLPORPHYRIN

被引:84
作者
MEDFORTH, CJ [1 ]
SMITH, KM [1 ]
机构
[1] UNIV CALIF DAVIS,DEPT CHEM,DAVIS,CA 95616
关键词
D O I
10.1016/S0040-4039(00)97902-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of 2,3,5,7,8,10,12,13,15,17,18,20-dodecaphenylporphyrin (DPP ; 3) is reported; compared with similar porphyrins it shows a red. shifted electronic absorption spectrum, indicating a non-planar conformation in solution. Variable temperature 500 MHz NMR experiments give a ΔG* of 10.9 kcal mol-1 at 253 K for inversion of the macrocycle. © 1990.
引用
收藏
页码:5583 / 5586
页数:4
相关论文
共 13 条
  • [1] Abraham R.J., 1988, INTRO NMR SPECTROSCO
  • [2] ABRAHAM RJ, 1974, TETRAHEDRON LETT, V16, P1483
  • [3] A SIMPLIFIED SYNTHESIS FOR MESO-TETRAPHENYLPORPHIN
    ADLER, AD
    LONGO, FR
    FINARELLI, JD
    GOLDMACH.J
    ASSOUR, J
    KORSAKOF.L
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (02) : 476 - +
  • [4] STRUCTURAL AND THEORETICAL-MODELS OF PHOTOSYNTHETIC CHROMOPHORES - IMPLICATIONS FOR REDOX, LIGHT-ABSORPTION PROPERTIES AND VECTORIAL ELECTRON FLOW
    BARKIGIA, KM
    CHANTRANUPONG, L
    SMITH, KM
    FAJER, J
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (22) : 7566 - 7567
  • [5] BARKIGIA KM, IN PRESS J AM CHEM S
  • [6] STRUCTURE OF THE PROTEIN SUBUNITS IN THE PHOTOSYNTHETIC REACTION CENTER OF RHODOPSEUDOMONAS-VIRIDIS AT 3A RESOLUTION
    DEISENHOFER, J
    EPP, O
    MIKI, K
    HUBER, R
    MICHEL, H
    [J]. NATURE, 1985, 318 (6047) : 618 - 624
  • [7] Dolphin D., 1979, PORPHYRINS, VI-VII
  • [8] OCTAARYLPORPHYRINS
    FRIEDMAN, M
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (03) : 859 - &
  • [9] HSU HC, 1987, J ORG CHEM, V52, P827
  • [10] MARUYAMA K, 1988, CHEM LETT, P1511