Helical polycyclic aromatics containing thiophenes: synthesis and properties

被引：29
作者：
Pei, J [1 ]
Zhang, WY [1 ]
Mao, J [1 ]
Zhou, XH [1 ]
机构：
[1] Peking Univ, Coll Chem, Minist Educ, Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China
来源：
TETRAHEDRON LETTERS | 2006年 / 47卷 / 10期
基金：
中国国家自然科学基金;
关键词：
polycyclic; cyclization; conjugation; helicenes;
D O I：
10.1016/j.tetlet.2006.01.006
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of planar and non-planar (helical) thiophene-based polycyclic aromatics has been synthesized through the Diels-Alder reaction followed by decarbonylation reactions and FeCl3 oxidative cyclizations. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1551 / 1554
页数：4
相关论文
共 49 条
  • [1] BUCKYBOWLS. 2. TOWARD THE TOTAL SYNTHESIS OF BUCKMINSTERFULLERENE (C-60) - BENZ[5,6]-AS-INDACENO-[3,2,1,8,7-MNOPQR]INDENO[4,3,2,1-CDEF]CHRYSENE
    ABDOURAZAK, AH
    MARCINOW, Z
    SYGULA, A
    SYGULA, R
    RABIDEAU, PW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (23) : 6410 - 6411
  • [2] A novel and efficient approach to (Z)-1,2-bis(benzodithienyl)ethene precursors of tetrathia[7]helicenes
    Baldoli, C
    Bossi, A
    Giannini, C
    Licandro, E
    Maiorana, S
    Perdicchia, D
    Schiavo, M
    [J]. SYNLETT, 2005, (07) : 1137 - 1141
  • [3] Boorum M. M., 2002, MODERN ARENE CHEM
  • [4] Groundwork for a rational synthesis of C60:: Cyclodehydrogenation of a C60H30 polyarene
    Boorum, MM
    Vasil'ev, YV
    Drewello, T
    Scott, LT
    [J]. SCIENCE, 2001, 294 (5543) : 828 - 831
  • [5] ELECTRONIC ABSORPTION, POLARISED EXCITATION, AND CIRCULAR DICHROISM SPECTRA OF [5]-HELICENE (DIBENZO[C,G]PHENANTHRENE)
    BROWN, A
    KEMP, CM
    MASON, SF
    [J]. JOURNAL OF THE CHEMICAL SOCIETY A -INORGANIC PHYSICAL THEORETICAL, 1971, (05): : 751 - &
  • [6] Molecular crystal architecture and optical properties of a thiohelicenes series containing 5, 7, 9, and 11 rings prepared via photochemical synthesis
    Caronna, T
    Catellani, M
    Luzzati, S
    Malpezzi, L
    Meille, SV
    Mele, A
    Richter, C
    Sinisi, R
    [J]. CHEMISTRY OF MATERIALS, 2001, 13 (11) : 3906 - 3914
  • [7] Photochemical synthesis and structural properties of high membered thiohelicenes
    Caronna, T
    Sinisi, R
    Catellani, M
    Malpezzi, L
    Meille, SV
    Mele, A
    [J]. CHEMICAL COMMUNICATIONS, 2000, (13) : 1139 - 1140
  • [8] Fichou D., 1999, HDB OLIGO POLYTHIOPH
  • [9] Synthesis of 'crushed fullerene' C60H30
    Gómez-Lor, B
    de Frutos, O
    Echavarren, AM
    [J]. CHEMICAL COMMUNICATIONS, 1999, (23) : 2431 - 2432
  • [10] Chiral studies across the spectrum of polymer science
    Green, MM
    Cheon, KS
    Yang, SY
    Park, JW
    Swansburg, S
    Liu, WH
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2001, 34 (08) : 672 - 680
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