Bulletin of the Korean Chemical Society

  • 제12권2호
  • /
  • Pages.149-153
  • /
  • 1991
  • /
  • 0253-2964(pISSN)
  • /
  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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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)
  • 발행 : 1991.04.20
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초록

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.

키워드

참고문헌

  1. Chromium Oxidations in Organic Chemistry G. Cainelli;G. Cadillo
  2. Oxidation in Organic Chemistry K. B. Wiberg;K. B. Wiberg(Ed.)
  3. Can. J. Chem. v.36 O. H. Wheeler
  4. Chem. Rev. v.58 W. H. Hartford;M. Darrin
  5. Tetrahedron Lett. v.23 T. V. Lee;J. Toczek
  6. Tetrahedron Lett. J. E. Backvall;M. W. Young;K. B. Sharpless
  7. Tetrahedron Lett. v.24 J. M. Aizpurua;C. Palomo
  8. Tetrahedron v.41 J. M. Aizpurua;M. Juaristi;B. Lecea; C. Palomo
  9. Bull. Korean Chem. Soc. v.8 J. G. Lee;D. S. Ha
  10. Bull. Korean Chem. Soc. v.10 J. G. Lee;D. S. Ha
  11. Tetrahedron Lett. v.30 J. G. Lee;D. S. Ha
  12. J. Org. Chem. v.38 K. B. Sharpless;A. Y. Teranishi
  13. Comprehensive Inorganic Chemistry v.2 A. V. Ebsworth;J. A. Connor;J. J. Turner
  14. Acta Chem. Scand. v.411 A. Bisrom;A. K. Wilhelmi
  15. Chem. Zvesti v.14 F. Hanic;D. Stempelova
  16. Chem. Ber. v.92 M. Schmidt;H. Schmidbauer
  17. J. Org. Chem. v.53 J. G. Lee;K. K. Kang
  18. Tetrahedron Lett. J. G. Lee;J. P. Hwang
  19. Angew. Chem. v.70 H. L. Klaus
  20. Org. Syn. Col. v.Ⅳ T. Nishimura
  21. Tetrahedron Lett. K. B. Wiberg;B. Marshall;G. Foster
  22. Tetrahedron v.19 I. Nescoiu;A. T. Balaban;I. Pascalu;E. Sliam;M. Elian;C. D. Nenitzescu

피인용 문헌

  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