First synthesis of tetrapyrrolylporphyrin

被引:27
作者
Furuta, H [1 ]
Maeda, H
Furuta, T
Osuka, A
机构
[1] Kyoto Univ, Grad Sch Sci, Dept Chem, JST,PREST, Kyoto 6068502, Japan
[2] Oita Univ, Fac Engn, Dept Chem, Oita 8701192, Japan
关键词
D O I
10.1021/ol9912783
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Alkyl-substituted meso-tetrapyrrolylporphyrin (TPyrP) and its derivatives were synthesized for the first time via an acid catalyzed condensation between N-alkyl-2,4-diformylpyrrole and unsubstituted pyrrole and a subsequent deformylation reaction. X-ray structural analysis of formyl-substituted TPyrP shows the tilting of meso pyrrole rings ca. 60 degrees to the porphyrin plane. Formyl groups of meso pyrrole rings were removed by treatment with trifluoroacetic acid (TFA) in pyrrole.
引用
收藏
页码:187 / 189
页数:3
相关论文
共 15 条
  • [1] Aota H, 1998, CHEM LETT, P335
  • [2] SYNTHESIS OF NOVEL PI-CONJUGATED POLYMER CONTAINING PORPHYRINS
    AOTA, H
    ITAI, Y
    MATSUMOTO, A
    KAMACHI, M
    [J]. CHEMISTRY LETTERS, 1994, (11) : 2043 - 2046
  • [3] BONNETT R, 1995, CHEM REV, V95, P19
  • [4] N-(TRIISOPROPYLSILYL)PYRROLE - A PROGENITOR PAR EXCELLENCE OF 3-SUBSTITUTED PYRROLES
    BRAY, BL
    MATHIES, PH
    NAEF, R
    SOLAS, DR
    TIDWELL, TT
    ARTIS, DR
    MUCHOWSKI, JM
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (26) : 6317 - 6328
  • [5] CHEMISTRY OF PYRROLIC COMPOUNDS .20. BILENES-B AS INTERMEDIATES IN SYNTHESIS OF PORPHYRINS RELATED TO PROTOPORPHYRIN .19. MESO-PYRROLYLPORPHYRINS
    CLEZY, PS
    LIEPA, AJ
    WEBB, NW
    [J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1972, 25 (09) : 1991 - &
  • [6] NOVEL PORPHYRINOIDS FOR CHEMISTRY AND MEDICINE BY BIOMIMETIC SYNTHESES
    FRANCK, B
    NONN, A
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (17): : 1795 - 1811
  • [7] FURUTA H, IN PRESS J AM CHEM S
  • [8] JAQUINOD L, 1999, PORPHYRIN HDB, V1, pCH5
  • [9] Supramolecular stacks of bis(imidazolyl)porphyrin through metal coordination
    Kobuke, Y
    Miyaji, H
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1996, 69 (12) : 3563 - 3569
  • [10] LINDSEY JS, 1999, PORPHYRIN HDB, V1, pCH2