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Ren-Hao Li1, Guo-Liang Zhang1, Jia-Xing Dong1

  • 1Department of Chemistry and Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, People's Republic of China.

Chemistry, an Asian Journal
|September 12, 2018
PubMed
Summary

A new cobalt catalyst, Co(acac)2 /POL-Xantphos@10PPh3, efficiently synthesizes vinylsilanes from alkynes. This recyclable heterogeneous catalyst demonstrates high selectivity and broad functional group tolerance for industrial applications.

Keywords:
alkynescobaltheterocatalysisporous organic polymer

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Area of Science:

  • Organometallic Chemistry
  • Catalysis
  • Materials Science

Background:

  • Hydrosilylation is a key reaction in organic synthesis.
  • Developing efficient and recyclable catalysts is crucial for sustainable chemistry.
  • Unsymmetrical internal alkynes present challenges in regioselective functionalization.

Purpose of the Study:

  • To develop a highly selective catalytic system for the synthesis of syn-α-vinylsilane products.
  • To investigate the utility of a novel cobalt-porous organic polymer catalyst for alkyne hydrosilylation.
  • To assess the recyclability and stability of the developed heterogeneous catalyst.

Main Methods:

  • Catalytic hydrosilylation of unsymmetrical internal and terminal alkynes using Ph2SiH2.
  • Employing a cobalt complex supported on a porous organic polymer functionalized with Xantphos and PPh3 (Co(acac)2 /POL-Xantphos@10PPh3).
  • Characterization of the catalyst and reaction products.

Main Results:

  • High yields and excellent regioselectivity were achieved in the synthesis of syn-α-vinylsilane products from unsymmetrical internal alkynes.
  • Terminal alkynes also yielded products with excellent regioselectivity and broad functional group tolerance.
  • The Co(acac)2 /POL-Xantphos@10PPh3 catalyst demonstrated high stability and could be recycled multiple times without loss of activity or selectivity.

Conclusions:

  • The developed Co(acac)2 /POL-Xantphos@10PPh3 catalyst offers an efficient and selective method for synthesizing vinylsilanes.
  • The heterogeneous nature and recyclability of the catalyst make it suitable for industrial applications.
  • This approach provides a valuable tool for organic synthesis, particularly in the production of silicon-containing compounds.