Gold Catalysis Meets Materials Science - A New Approach to π-Extended Indolocarbazoles

被引:24
|
作者
Hendrich, Christoph M. [1 ]
Bongartz, Lukas M. [1 ]
Hoffmann, Marvin T. [2 ]
Zschieschang, Ute [3 ]
Borchert, James W. [3 ]
Sauter, Desiree [1 ,4 ,5 ]
Kraemer, Petra [1 ]
Rominger, Frank [1 ]
Mulks, Florian F. [1 ,6 ,7 ]
Rudolph, Matthias [1 ]
Dreuw, Andreas [2 ]
Klauk, Hagen [3 ]
Hashmi, A. Stephen K. [1 ]
机构
[1] Heidelberg Univ, Organ Chem Inst, Neuenheimer Feld 270, D-69120 Heidelberg, Germany
[2] Heidelberg Univ, Interdisciplinary Ctr Sci Comp IWR, Neuenheimer Feld 205 A, D-69120 Heidelberg, Germany
[3] Max Planck Inst Solid State Res, Heisenbergstr 1, D-70569 Stuttgart, Germany
[4] Max Planck Inst Med Res, Dept Cellular Biophys, Jahnstr 29, D-69120 Heidelberg, Germany
[5] Heidelberg Univ, Inst Phys Chem, Dept Biophys Chem, Neuenheimer Feld 253, D-69120 Heidelberg, Germany
[6] Inst Basic Sci IBS, Ctr Catalyt Hydrocarbon Functionalizat, Daejeon 34141, South Korea
[7] Korea Adv Inst Sci & Technol KAIST, Dept Chem, Daejeon 34141, South Korea
关键词
Materials science; gold catalysis; indolocarbazoles; organic semiconductors; modular synthesis; thin-film transistors; THIN-FILM TRANSISTORS; ENANTIOSELECTIVE SYNTHESIS; CHARGE-TRANSFER; HIGH-MOBILITY; MOLECULES; SINGLE; PIXEL;
D O I
10.1002/adsc.202001123
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Herein we describe a modular, convergent synthesis of substituted benzo[a]benzo[6,7]-indolo[2,3-h]carbazoles (BBICZs) using a bidirectional gold-catalyzed cyclization reaction as a key step. A building block strategy enabled the easy variation of substituents at different positions of the core structure and a general analysis of substitution effects on the materials properties of the target compounds. All BBICZs were fully characterized and their optical and electronic properties were studied experimentally as well as by computational methods. Organic thin-film transistors based on eight selected derivatives were fabricated by vacuum deposition and charge-carrier mobilities up to 1 cm(2)/Vs were measured.
引用
收藏
页码:549 / 557
页数:9
相关论文
共 50 条
  • [41] Intermetallic compounds in catalysis - a versatile class of materials meets interesting challenges
    Armbruester, Marc
    SCIENCE AND TECHNOLOGY OF ADVANCED MATERIALS, 2020, 21 (01) : 303 - 322
  • [42] New impulse from the gold catalysis
    Hashmi, A. Stephen K.
    NACHRICHTEN AUS DER CHEMIE, 2009, 57 (04) : 379 - 382
  • [43] New developments in gold catalysis.
    Thompson, D
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 219 : U534 - U534
  • [44] Materials science - Weird gold nanowires
    Tosatti, E
    Prestipino, S
    SCIENCE, 2000, 289 (5479) : 561 - 563
  • [45] A new twist on gold catalysts CATALYSIS
    Sealy, Cordelia
    NANO TODAY, 2008, 3 (5-6) : 10 - 10
  • [46] The catalysis gold rush: New claims
    Hashmi, ASK
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (43) : 6990 - 6993
  • [47] Open Science Meets Stem Cells: A New Drug Discovery Approach for Neurodegenerative Disorders
    Han, Chanshuai
    Chaineau, Mathilde
    Chen, Carol X. -Q.
    Beitel, Lenore K.
    Durcan, Thomas M.
    FRONTIERS IN NEUROSCIENCE, 2018, 12
  • [48] Trends in the Electronic Structure of Extended Gold Compounds: Implications for Use of Gold in Heterogeneous Catalysis
    Miao, Mao-Sheng
    Kurzman, Joshua A.
    Mammen, Nisha
    Narasimhan, Shobhana
    Seshadri, Ram
    INORGANIC CHEMISTRY, 2012, 51 (14) : 7569 - 7578
  • [49] New materials for heterogenous catalysis
    Schüth, F
    CHEMIE INGENIEUR TECHNIK, 2005, 77 (09) : 1399 - 1416
  • [50] The New Materials Science of Catalysis: Toward Controlling Selectivity by Designing the Structure of the Active Site
    Zaera, Francisco
    JOURNAL OF PHYSICAL CHEMISTRY LETTERS, 2010, 1 (03): : 621 - 627