Suzuki and Heck Processes for the Synthesis of New Anthraquinone-Based Glycoconjugated Dyes

被引:2
|
作者
Calugi, Lorenzo [1 ]
Bonanni, Marco [2 ]
Corsi, Massimo [1 ]
Chimichi, Stefano [1 ]
Bianchini, Roberto [1 ]
机构
[1] Univ Florence, Dept Chem Ugo Schiff, Via Lastruccia 3-13, I-50019 Sesto Fiorentino, FI, Italy
[2] Glycolor Srl, Via Madonna Piano 6, I-50019 Sesto Fiorentino, FI, Italy
来源
CHEMISTRYSELECT | 2018年 / 3卷 / 08期
关键词
anthraquinone dyes; glycoconjugation; naturalization; Pd cross-coupling reactions; ARYL HALIDES; CATALYST; FLUORESCENCE; DERIVATIVES; REACTIVITY; REDUCTION;
D O I
10.1002/slct.201702884
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Starting from a bromo-anthraquinone dye, different aryl- and styril- derivates are obtained following Suzuki and Heck procedures. Bathochromic shifts are displayed for the products, if compared to the starting anthraquinone dye. Two of these dyes, coming from either the Suzuki and the Heck processes, have been glycosylated with a piperazinyl-lactose derivative, so that two naturalized species are finally obtained. Therefore, the disperse chromophores were transformed in water soluble direct species. These kinds of dyes allow to avoid azo- structures, that are object of growing criticism in the European Union due to their environmental impact.
引用
收藏
页码:2235 / 2239
页数:5
相关论文
共 50 条
  • [31] Synthesis of anthraquinone-based azo-metal(II) complexes as potent anti-oxidizing agents
    Krishnamurthy, Chethan
    Keshavayya, Jathi
    Maliyappa, M. R.
    Shekharagouda, Pampapathi
    [J]. JOURNAL OF COORDINATION CHEMISTRY, 2024,
  • [32] Electrochemical identification of anthraquinone-based dyes in solid microsamples by square wave voltammetry using graphite/polyester composite electrodes.
    Doménech-Carbó, A
    Doménech-Carbó, MT
    Suarí-Peris, MC
    Gimeno-Adelantado, JV
    Bosch-Reig, F
    [J]. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 2003, 375 (08) : 1169 - 1175
  • [33] Chlorophylls. VIII. Synthesis of a New Chlorophyll Derivative and Anthraquinone-Based Dyad and Triad Molecules for Executing Photoinduced Electron Transfer
    Tauber, A. Y.
    Helaja, J.
    Kilpelaeinen, I.
    Hynninen, P. H.
    [J]. Acta Chemica Scandinavica, 51 (01):
  • [34] An efficient synthesis, and characterisation of anthraquinone-based discotic liquid crystals and their X-ray diffraction studies
    Krishnan, K
    Balagurusamy, VSK
    [J]. MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 2000, 350 : 1 - +
  • [35] Alkaline Earth Metal-Organic Frameworks Based on Tetratopic Anthraquinone-Based Linkers: Synthesis, Characterization, and Photochemical Applications
    de Carvalho, Joao Guilherme M.
    Geisser, Korbinian
    Weishaeupl, Sebastian J.
    Fischer, Roland A.
    Poethig, Alexander
    [J]. INORGANIC CHEMISTRY, 2022, 61 (40) : 15831 - 15840
  • [36] Synthesis of Anthraquinone-Based Thiacalixarene via Click Chemistry and Its Fluorescence Sensing Towards Al3+
    Zhao, Bangtun
    Cao, Shina
    Guo, Haiming
    Qu, Guirong
    [J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2011, 31 (12) : 2121 - 2125
  • [37] SYNTHESIS AND STUDY OF DYEING PROPERTIES OF SOME NEW SILICON-CONTAINING ANTHRAQUINONE DYES
    METWALLY, SAM
    [J]. JOURNAL OF APPLIED CHEMISTRY AND BIOTECHNOLOGY, 1976, 26 (04): : 187 - 190
  • [38] Nucleus targeting anthraquinone-based copper (II) complexes as the potent PDT agents: Synthesis, photo-physical and theoretical evaluation
    Devi, Longjam Reena
    Raza, Md Kausar
    Musib, Dulal
    Ramu, Vanitha
    Devi, Joshila
    Roy, Mithun
    [J]. INORGANICA CHIMICA ACTA, 2020, 500 (500)
  • [39] Template-assisted synthesis of hollow anthraquinone-based covalent organic frameworks for aqueous zinc-ion hybrid supercapacitors
    Montes-Garcia, Veronica
    Valentini, Cataldo
    Klymovych, Denys
    Kukulka, Wojciech
    Shi, Linghao
    Patroniak, Violetta
    Samori, Paolo
    Ciesielski, Artur
    [J]. CHEMICAL COMMUNICATIONS, 2024, 60 (70) : 9408 - 9411
  • [40] Synthesis and Characterization of New Sulfonamide-Containing Anthraquinone Dyes and Their Applications to Polylactic Acid Fabric
    Cui, Zhihua
    Zhang, Shufen
    Yang, Jinzong
    [J]. PROCEEDINGS OF THE INTERNATIONAL CONFERENCE ON ADVANCED TEXTILE MATERIALS & MANUFACTURING TECHNOLOGY, 2008, : 140 - 144