Regioselective Double Cyclization of 5,15-Bis(trimethylsilylethynyl)porphyrin to Produce Di(oxoethano)porphyrin

被引:3
|
作者
Oda, Kazuma [1 ]
Hiroto, Satoru [1 ]
Shinokubo, Hiroshi [1 ]
机构
[1] Nagoya Univ, Grad Sch Engn, Dept Appl Chem, Nagoya, Aichi 4648603, Japan
关键词
PORPHYRINS BEARING; RING; DEOXOPHYLLOERYTHROETIOPORPHYRIN; FUNCTIONALIZATION;
D O I
10.1246/cl.140470
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Treatment of bis(trimethylsilylethynyl)porphyrin with strong acids afforded doubly oxoethano-fused porphyrin with perfect regioselectivity. The oxoethano-fused porphyrin was more electron deficient than meso-acetylporphyrin because of the coplanar orientation of the carbonyl groups to the porphyrin pi system.
引用
收藏
页码:1444 / 1446
页数:3
相关论文
共 37 条
  • [31] Synthesis and characterization of meso-5,15-bis(p-aminophenyl)-2,3,7,8,12,13,17,18-octamethyl-porphyrin and its metal derivatives
    Zhu, BK
    Wei, XZ
    Xu, YY
    Xu, ZK
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2003, 24 (11): : 1945 - 1949
  • [32] OBTAINING AND PROPERTIES OF COMBINED POLYMERIC MATERIALS BASED ON THE 3,7,13,17-TETRAMETHYL-2,8,12,18-TETRAETHYL-5,15-BIS(4 '-NITROPHENYL)-PORPHYRIN AND ITS COPPER COMPLEX
    Vershinina, I. A.
    Gornukhina, O. V.
    Kuvshinova, E. M.
    Golubchikov, O. A.
    IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENII KHIMIYA I KHIMICHESKAYA TEKHNOLOGIYA, 2016, 59 (11): : 84 - 91
  • [33] Structural perception into the supramolecular self-assembly directed by C-H•••π and π•••π interactions of 5,15-di(4′-carboxyphenyl)-10,20-di(pyrenyl) zinc porphyrin linker
    Goswami, Soumyabrata
    Tripuramallu, Bharat Kumar
    Ganguly, Sumi
    JOURNAL OF MOLECULAR STRUCTURE, 2021, 1227
  • [34] Morphology-Controlled Self-Assembled Nanostructures of 5,15-Di[4-(5-acetylsulfanylpentyloxy)phenyl]porphyrin Derivatives. Effect of Metal-Ligand Coordination Bonding on Tuning the Intermolecular Interaction
    Gao, Yingning
    Zhang, Xiaomei
    Ma, Changqin
    Li, Xiyou
    Jiang, Jianzhuang
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (50) : 17044 - 17052
  • [35] MONONUCLEAR AND DINUCLEAR COMPLEXES OF A NEW BINUCLEATING PORPHYRIN, ALPHA,ALPHA-5,15-BIS(ORTHO-(NICOTINOYLAMINO)PHENYL)-2,8,12,18-TETRAETHYL-3,7,13,17-TETRAMETHYLPORPHYRIN - CRYSTAL-STRUCTURES OF A MONONUCLEAR NICKEL(II) COMPLEX AND A BINUCLEAR CU-PT COMPLEX
    WOO, LK
    MAURYA, MR
    JACOBSON, RA
    YANG, SM
    RINGROSE, SL
    INORGANIC CHEMISTRY, 1992, 31 (05) : 913 - 919
  • [36] A self-assembled porphyrin box from meso-meso-linked bis{5-p-pyridyl-15-(3,5-di-octyl-oxyphenyl)porphyrinato zinc(II)}
    Tsuda, A
    Nakamura, T
    Sakamoto, S
    Yamaguchi, K
    Osuka, A
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2002, 41 (15) : 2817 - +
  • [37] METAL-COMPLEXES OF TETRAPYRROLE LIGANDS .39. EFFECTS OF STERIC CROWDING ON PORPHYRIN CONFORMATION - SYNTHESIS, CRYSTAL-STRUCTURE AND MOLECULAR STEREOCHEMISTRY OF MU-OXO-BIS[(5,15-DIMETHYL-2,3,7,8,12,13,17,18-OCTAETHYLPORPHINATO)IRON(III)]
    LAY, KL
    BUCHLER, JW
    KENNY, JE
    SCHEIDT, WR
    INORGANICA CHIMICA ACTA-BIOINORGANIC CHEMISTRY, 1986, 123 (02): : 91 - 97