Amide-bridged ladder poly(p-phenylene): synthesis by direct arylation and π-stacked assembly

被引:11
作者
Takagi, K. [1 ]
Kato, R. [1 ]
Yamamoto, S. [1 ]
Masu, H. [2 ]
机构
[1] Nagoya Inst Technol, Dept Mat Sci & Engn, Nagoya, Aichi 4668555, Japan
[2] Chiba Univ, Ctr Analyt Instrumentat, Chiba, Chiba 2638522, Japan
关键词
EFFICIENT SYNTHESIS; OPTICAL-PROPERTIES; POLYMERS; ARENES; OLIGOTHIOPHENE; CHROMOPHORES; DERIVATIVES; CYCLIZATION; OLIGOMERS;
D O I
10.1039/c5py01154j
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Amide-bridged ladder poly(p-phenylene) was synthesized in two steps, through the polycondensation of aromatic diamines and dicarboxylic acid derivatives followed by palladium-catalyzed intramolecular direct arylation. The pi-stacked assembly of the polymer in solution was investigated along with the single crystal X-ray structure analysis of a model oligomer.
引用
收藏
页码:6792 / 6795
页数:4
相关论文
共 43 条
  • [11] Star-shaped ladder-type ter(p-phenylene)s for efficient multiphoton absorption
    Guo, Lei
    Li, King Fai
    Wong, Man Shing
    Cheah, Kok Wai
    [J]. CHEMICAL COMMUNICATIONS, 2013, 49 (34) : 3597 - 3599
  • [12] Pd-catalyzed alkyl to aryl migration and cyclization: An efficient synthesis of fused polycycles via multiple C-H activation
    Huang, QH
    Fazio, A
    Dai, GX
    Campo, MA
    Larock, RC
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (24) : 7460 - 7461
  • [13] STEREOCHEMISTRY OF NORMAL-METHYLBENZANILIDE AND BENZANILIDE
    ITAI, A
    TORIUMI, Y
    TOMIOKA, N
    KAGECHIKA, H
    AZUMAYA, I
    SHUDO, K
    [J]. TETRAHEDRON LETTERS, 1989, 30 (45) : 6177 - 6180
  • [14] ION-IMPLANTATION DOPING AND ELECTRICAL-PROPERTIES OF HIGH-TEMPERATURE LADDER POLYMERS
    JENEKHE, SA
    TIBBETTS, SJ
    [J]. JOURNAL OF POLYMER SCIENCE PART B-POLYMER PHYSICS, 1988, 26 (01) : 201 - 209
  • [15] Oxidative C-H activation/C-C bond forming reactions: Synthetic scope and mechanistic insights
    Kalyani, D
    Deprez, NR
    Desai, LV
    Sanford, MS
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (20) : 7330 - 7331
  • [16] Direct intramolecular arylation of unactivated arenes:: application to the synthesis of aporphine alkaloids
    Lafrance, M
    Blaquière, N
    Fagnou, K
    [J]. CHEMICAL COMMUNICATIONS, 2004, (24) : 2874 - 2875
  • [17] Efficient Synthesis of Rigid Ladder Polymers via Palladium Catalyzed Annulation
    Liu, Sheng
    Jin, Zexin
    Teo, Yew Chin
    Xia, Yan
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (50) : 17434 - 17437
  • [18] Microwave-assisted synthesis of 1,5-and 2,6-linked naphthylene-based ladder polymers
    Nehls, BS
    Füldner, S
    Preis, E
    Farrell, T
    Scherf, U
    [J]. MACROMOLECULES, 2005, 38 (03) : 687 - 694
  • [19] Palladium-Catalyzed Intramolecular C-H Arylation of Arenes Using Tosylates and Mesylates as Electrophiles
    Nervig, Christine S.
    Waller, Peter J.
    Kalyani, Dipannita
    [J]. ORGANIC LETTERS, 2012, 14 (18) : 4838 - 4841
  • [20] Polycondensation of 4-Octylaminobenzoic Acid Esters Having Bithiophene at 3-Position and Optical Properties of the Polymers
    Nobuke, Katsuya
    Yamakado, Ryohei
    Takagi, Koji
    [J]. KOBUNSHI RONBUNSHU, 2011, 68 (01) : 33 - 38