A Salen–Co3+ Catalyst for the Hydration of Terminal Alkynes and in Tandem Catalysis with Ru–TsDPEN for the One-Pot Transformation of Alkynes into Chiral Alcohols

Authors

  • Shoufeng Wang,

    1. Key Laboratory of Eco-Environment-Related Polymer Materials of Ministry of Education, Key Laboratory of Polymer Materials of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070 (P.R. China)
    2. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000 (P.R. China), Fax: (+86) 931-827-7088
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  • Dr. Chengxia Miao,

    1. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000 (P.R. China), Fax: (+86) 931-827-7088
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  • Wenfang Wang,

    1. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000 (P.R. China), Fax: (+86) 931-827-7088
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  • Prof. Dr. Ziqiang Lei,

    Corresponding author
    1. Key Laboratory of Eco-Environment-Related Polymer Materials of Ministry of Education, Key Laboratory of Polymer Materials of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070 (P.R. China)
    • Ziqiang Lei, Key Laboratory of Eco-Environment-Related Polymer Materials of Ministry of Education, Key Laboratory of Polymer Materials of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070 (P.R. China)===

      Wei Sun, State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000 (P.R. China), Fax: (+86) 931-827-7088===

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  • Prof. Dr. Wei Sun

    Corresponding author
    1. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000 (P.R. China), Fax: (+86) 931-827-7088
    • Ziqiang Lei, Key Laboratory of Eco-Environment-Related Polymer Materials of Ministry of Education, Key Laboratory of Polymer Materials of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070 (P.R. China)===

      Wei Sun, State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000 (P.R. China), Fax: (+86) 931-827-7088===

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Abstract

The cobalt–salen complex (C1:[(salen)Co3+(OAc)]; salen= N,N′-bis(salicylidene)ethylenediamine, OAc=acetate) was found to efficiently promote the hydration of terminal alkynes to give methyl ketones in the presence of the H2SO4 cocatalyst. In addition, the one-pot transformation of alkynes into chiral alcohols through tandem catalysis by catalyst C1 coupled with a ruthenium–TsDPEN complex (C3: [(R,R-TsDPEN)Ru2+(cymene)]; TsDPEN=(1R,2R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine, cymene=1-methyl-4-(1-methylethyl)benzene) catalyst was realized with excellent yields and enantioselectivities.

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