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Gold Chloride (AuCl3) Catalyzed Expeditious Homocoupling of Terminal Alkynes at Ambient and Solvent Free Conditions: Impact of Sodium Acetate on the Reaction Yield

Received: 2 July 2017     Accepted: 12 July 2017     Published: 30 August 2017
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Abstract

Homocoupling of terminal alkynes to 1, 3-diynes has been investigated, using AuCl3 as catalyst under mild and operationally simple conditions. Effect of different organic and inorganic bases on the product yield and the reaction time were also studied. The catalyst is efficient, furnishes good to excellent yield of the desired products with organic bases and Sodium acetate was found to be the most effective base under solvent free conditions at room temperature.

Published in Science Journal of Chemistry (Volume 5, Issue 4)
DOI 10.11648/j.sjc.20170504.13
Page(s) 58-61
Creative Commons

This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.

Copyright

Copyright © The Author(s), 2017. Published by Science Publishing Group

Keywords

Gold Trichloride, Homocoupling, Terminal Alkyne, Diyne

References
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[25] General Procedure: To 4-tolylacetylene 1(1eq.), Sodium acetate (1.2 equiv) using as base, was added and the contents were stirred for 5 minutes, followed by the addition of AuCl3 (5 mol %) as the catalyst in solvent free conditions afforded the desired product. The reaction mixture was then allowed to stirr at room temperature for 30 minutes. On completion of the reaction (monitored by TLC). The reaction was worked up by dilution with water followed by solvent ethyl acetate. The contents of the reaction mixture were extracted with ethyl acetate (3×50ml), the organic layer washed with water (3×20ml) and dried over anhydrous sodium sulphate and concentrated on rot-vapor to give crude product, which on column chromatography over silica gel (mesh 60–120) using hexane and ethyl acetate (19:1) as eluent to obtain product.
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    Saleem Farooq, Bashir Ahmad Dar, Mushtaq Ahmad Tantaray, Mushtaq Ahmad Lone, Nuzhat Rehman. (2017). Gold Chloride (AuCl3) Catalyzed Expeditious Homocoupling of Terminal Alkynes at Ambient and Solvent Free Conditions: Impact of Sodium Acetate on the Reaction Yield. Science Journal of Chemistry, 5(4), 58-61. https://doi.org/10.11648/j.sjc.20170504.13

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    ACS Style

    Saleem Farooq; Bashir Ahmad Dar; Mushtaq Ahmad Tantaray; Mushtaq Ahmad Lone; Nuzhat Rehman. Gold Chloride (AuCl3) Catalyzed Expeditious Homocoupling of Terminal Alkynes at Ambient and Solvent Free Conditions: Impact of Sodium Acetate on the Reaction Yield. Sci. J. Chem. 2017, 5(4), 58-61. doi: 10.11648/j.sjc.20170504.13

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    AMA Style

    Saleem Farooq, Bashir Ahmad Dar, Mushtaq Ahmad Tantaray, Mushtaq Ahmad Lone, Nuzhat Rehman. Gold Chloride (AuCl3) Catalyzed Expeditious Homocoupling of Terminal Alkynes at Ambient and Solvent Free Conditions: Impact of Sodium Acetate on the Reaction Yield. Sci J Chem. 2017;5(4):58-61. doi: 10.11648/j.sjc.20170504.13

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  • @article{10.11648/j.sjc.20170504.13,
      author = {Saleem Farooq and Bashir Ahmad Dar and Mushtaq Ahmad Tantaray and Mushtaq Ahmad Lone and Nuzhat Rehman},
      title = {Gold Chloride (AuCl3) Catalyzed Expeditious Homocoupling of Terminal Alkynes at Ambient and Solvent Free Conditions: Impact of Sodium Acetate on the Reaction Yield},
      journal = {Science Journal of Chemistry},
      volume = {5},
      number = {4},
      pages = {58-61},
      doi = {10.11648/j.sjc.20170504.13},
      url = {https://doi.org/10.11648/j.sjc.20170504.13},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.sjc.20170504.13},
      abstract = {Homocoupling of terminal alkynes to 1, 3-diynes has been investigated, using AuCl3 as catalyst under mild and operationally simple conditions. Effect of different organic and inorganic bases on the product yield and the reaction time were also studied. The catalyst is efficient, furnishes good to excellent yield of the desired products with organic bases and Sodium acetate was found to be the most effective base under solvent free conditions at room temperature.},
     year = {2017}
    }
    

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  • TY  - JOUR
    T1  - Gold Chloride (AuCl3) Catalyzed Expeditious Homocoupling of Terminal Alkynes at Ambient and Solvent Free Conditions: Impact of Sodium Acetate on the Reaction Yield
    AU  - Saleem Farooq
    AU  - Bashir Ahmad Dar
    AU  - Mushtaq Ahmad Tantaray
    AU  - Mushtaq Ahmad Lone
    AU  - Nuzhat Rehman
    Y1  - 2017/08/30
    PY  - 2017
    N1  - https://doi.org/10.11648/j.sjc.20170504.13
    DO  - 10.11648/j.sjc.20170504.13
    T2  - Science Journal of Chemistry
    JF  - Science Journal of Chemistry
    JO  - Science Journal of Chemistry
    SP  - 58
    EP  - 61
    PB  - Science Publishing Group
    SN  - 2330-099X
    UR  - https://doi.org/10.11648/j.sjc.20170504.13
    AB  - Homocoupling of terminal alkynes to 1, 3-diynes has been investigated, using AuCl3 as catalyst under mild and operationally simple conditions. Effect of different organic and inorganic bases on the product yield and the reaction time were also studied. The catalyst is efficient, furnishes good to excellent yield of the desired products with organic bases and Sodium acetate was found to be the most effective base under solvent free conditions at room temperature.
    VL  - 5
    IS  - 4
    ER  - 

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Author Information
  • Department of Chemistry, Govt. Degree College (Boys), Baramulla, India

  • Department of Chemistry, Govt. Degree College (Boys), Sopore, India

  • Department of Chemistry, Govt. Degree College (Boys), Baramulla, India

  • Department of Chemistry, Govt. Degree College (Boys), Baramulla, India

  • Department of Chemistry, Govt. Degree College (Boys), Baramulla, India

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