Recyclable Polystyrene-Supported Copper Catalysts for the Aerobic Oxidative Homocoupling of Terminal Alkynes

We examined the homocoupling of ethynylbenzene with PS-supported CuSO4–TEDETA, giving the desired product 2a in 91% yield

Yasuhiro Uozumi; Shuo Yan; Shiguang Pan; Takao Osako

2016

Scholarcy highlights

  • 10 The yield was not improved significantly even when the reaction time was prolonged to 36 h
  • 9 Further screening of solvents and bases under the conditions in entry 1 are shown in Table S1 in the Supporting Information
  • CH2Cl2 gave the highest yield, but the color of the solution is bluer than other solvents
  • The desired product 2a was obtained in 91% GC yield
  • ICP analysis indicated that 55.5% of copper was leached to the solution
  • The polystyrene-immobilized CuSO4–TEDETA complex efficiently catalyzed the oxidative homocoupling of terminal alkynes under air to give the corresponding 1,3-diynes in up to 99% yield
  • 13 After 9th recycling run, ICP analysis indicated that 20% of copper content remained in the recovered catalyst. This suggested that 2 mol% of copper content is enough to promote the reaction
  • We examined the homocoupling of ethynylbenzene with PS-supported CuSO4–TEDETA, giving the desired product 2a in 91% yield

Need more features? Save interactive summary cards to your Scholarcy Library.