Multiple conformational changes of β-tetraphenyl meso-hexakis(pentafluorophenyl) substituted [26] and [28]hexaphyrins(1.1.1.1.1.1)

被引:48
作者
Koide, Taro [1 ]
Youfu, Katsuyuki [1 ]
Saito, Shohei [1 ]
Osuka, Atsuhiro [1 ]
机构
[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
关键词
EXPANDED PORPHYRINS; MOBIUS AROMATICITY; METAL-COMPLEXES; CHEMISTRY; HEXAPHYRINS; MOLECULES;
D O I
10.1039/b910167e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
beta-Tetraphenyl meso-hexakis(pentafluorophenyl) substituted [26]hexaphyrin 3 is conformationally flexible between rectangular and figure-of-eight shapes and its two-electron reduced [28] hexaphyrin 4 takes figure-of-eight conformations, which are changed, upon protonation, to twisted conformations with distinct Mobius aromaticity.
引用
收藏
页码:6047 / 6049
页数:3
相关论文
共 34 条
  • [1] Synthesis of a Mobius aromatic hydrocarbon
    Ajami, D
    Oeckler, O
    Simon, A
    Herges, R
    [J]. NATURE, 2003, 426 (6968) : 819 - 821
  • [2] 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
  • [3] Core-modified expanded porphyrins: New generation organic materials
    Chandrashekar, TK
    Venkatraman, S
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2003, 36 (09) : 676 - 691
  • [4] Confusion, inversion, and creation - a new spring from porphyrin chemistry
    Furuta, H
    Maeda, H
    Osuka, A
    [J]. CHEMICAL COMMUNICATIONS, 2002, (17) : 1795 - 1804
  • [5] Synthesis of corroles bearing up to three different meso substituents
    Guilard, R
    Gryko, DT
    Canard, G
    Barbe, JM
    Koszarna, B
    Brandès, S
    Tasior, M
    [J]. ORGANIC LETTERS, 2002, 4 (25) : 4491 - 4494
  • [6] Topology in chemistry: Designing Mobius molecules
    Herges, Rainer
    [J]. CHEMICAL REVIEWS, 2006, 106 (12) : 4820 - 4842
  • [7] Expanded porphyrins and their heterologs
    Jasat, A
    Dolphin, D
    [J]. CHEMICAL REVIEWS, 1997, 97 (06) : 2267 - 2340
  • [8] The photophysical properties of expanded porphyrins: relationships between aromaticity, molecular geometry and non-linear optical properties
    Lim, Jong Min
    Yoon, Zin Seok
    Shin, Jae-Yoon
    Kim, Kil Suk
    Yoon, Min-Chul
    Kim, Dongho
    [J]. CHEMICAL COMMUNICATIONS, 2009, (03) : 261 - 273
  • [9] Aromatic and antiaromatic gold(III) hexaphyrins with multiple gold-carbon bonds
    Mori, S
    Osuka, A
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (22) : 8030 - 8031
  • [10] Group 10 metal complexes of meso-aryl-substituted [26]hexaphyrins with a metal-carbon bond
    Mori, S
    Shimizu, S
    Taniguchi, R
    Osuka, A
    [J]. INORGANIC CHEMISTRY, 2005, 44 (12) : 4127 - 4129