Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Chromic Anhydride-Chlorosilanes. An Application to Benzylic Oxidation

  • Jong Gun Lee (Department of Chemistry, Sunchon National University) ;
  • Dong Soo Ha (Department of Chemistry, Pusan National University)
  • Published : 1991.04.20
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Abstract

Chlorotrimethylsilane reacts with chromic anhydride to form a very reactive neutral chromium (Ⅵ) oxidizing agent. The active oxidizing species is not trimethylsilyl chlorochromate as was previously reported but chromyl chloride generated in equilibrium concentration. This oxidizing agent was proved very suitable for benzylic oxidations of toluenes and alkylbenzenes to benzaldehydes and aralkyl ketones. Dichlorodimethylsilane and trichlormethylsilane also react with chromic anhydride to form chromyl chloride in an equilibrium concentration.

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References

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  1. ChemInform Abstract: Chromic Anhydride-Chlorosilanes. An Application to Benzylic Oxidation. vol.22, pp.39, 1991, https://doi.org/10.1002/chin.199139099
  2. Oxidation of Alcohols by Silica Gel-Supported bis(Trimethylsilyl) Chromate vol.26, pp.3, 1991, https://doi.org/10.1080/00397919608003647
  3. Oxidation of Alcohols by Silica Gel-Supported Bis (Trimethylsilyl) Chromate Under Microwave Irradiation Without Solvent vol.29, pp.2, 1999, https://doi.org/10.1080/00397919908085752
  4. Synthesis of arylaldehydes: Br2/DMSO catalytic system for the chemoselective oxidation of methylarenes vol.333, pp.1, 2007, https://doi.org/10.1016/j.apcata.2007.09.021