Journals / Turkish Journal of Chemistry / 2014 / Cilt: 38 - Sayı: 1

Economic synthesis of quinaldinium fluorochromate(VI), (QnFC), and solvent-free periodic acid oxidation of alcohols catalyzed by QnFC

Pages
63–69
Publication Date
2014-05-18
DOI
—
🏛️Bibliographic metadata and full text access for this article are provided via DergiPark.
DergiPark Record ↗
✨

AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

A highly efficient, simple, chemoselective, and environmentally benign procedure for QnFC (3 mol%) catalyzed oxidation of primary and secondary alcohols to aldehydes and ketones using 1.1 equiv of H5IO6 under solvent-free conditions is described.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:A 1:1:1 stoichiometric reaction between CrO3, aqueous HF, and quinaldine affords orange crystalline quinaldinium fluorochromate(VI) (QnFC) (C10H9NH[CrO3F]) in 99.4% isolated yield.
📊
Key Findings & Data:A 1:1:1 stoichiometric reaction between CrO3, aqueous HF, and quinaldine affords orange crystalline quinaldinium fluorochromate(VI) (QnFC) (C10H9NH[CrO3F]) in 99.4% isolated yield.
💡
Conclusion & Impact:A highly efficient, simple, chemoselective, and environmentally benign procedure for QnFC (3 mol%) catalyzed oxidation of primary and secondary alcohols to aldehydes and ketones using 1.1 equiv of H5IO6 under solvent-free conditions is described.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Periodic acid · solvent-free · oxidation of alcohols

Abstract

A 1:1:1 stoichiometric reaction between CrO3, aqueous HF, and quinaldine affords orange crystalline quinaldinium fluorochromate(VI) (QnFC) (C10H9NH[CrO3F]) in 99.4% isolated yield. A highly efficient, simple, chemoselective, and environmentally benign procedure for QnFC (3 mol%) catalyzed oxidation of primary and secondary alcohols to aldehydes and ketones using 1.1 equiv of H5IO6 under solvent-free conditions is described.

Özet

A 1:1:1 stoichiometric reaction between CrO3, aqueous HF, and quinaldine affords orange crystalline quinaldinium fluorochromate(VI) (QnFC) (C10H9NH[CrO3F]) in 99.4% isolated yield. A highly efficient, simple, chemoselective, and environmentally benign procedure for QnFC (3 mol%) catalyzed oxidation of primary and secondary alcohols to aldehydes and ketones using 1.1 equiv of H5IO6 under solvent-free conditions is described.

🔖

Cite This Article

ÖZDEMİR, M. C., ÖZGÜN, H. B. (2014). Economic synthesis of quinaldinium fluorochromate(VI), (QnFC), and solvent-free periodic acid oxidation of alcohols catalyzed by QnFC. Turkish Journal of Chemistry, Cilt: 38 - Sayı: 1, 63–69. https://ajindex.com/articles/184707

📄 Full Text PDF Viewer

📄

PDF görüntüleyici hazırlanıyor...

References (15)

  1. Hudlicky, M. Oxidation in Organic Chemistry; American Chemical Society: Washington, DC, 1990.
  2. Kroschwitz, J. I.; Howe-Grand, M. Kirk-Othmer Encyclopedia of Chemical Technology; Wiley: New York, 1991.
  3. Larock, R. C. Comprehensive Organic Transformations; Wiley-VCH: New York, 1999.
  4. Beller, M.; Bolm, C. Transtion Metals for Organic Synthesis; Vol. 2, Wiley-VCH: Weinheim, 1998.
  5. Trost, B. M.; Fleming, I.; Ley, S. V. Comprehensive Organic Synthesis; Vol. 7, Pergamon: Oxford, 1991.
  6. Smith, M. B. Organic Synthesis, 2nd edn.; McGraw-Hill: Singapore, 2002.
  7. Cainelli, G.; Cardillo, G. Chromium Oxidations in Organic Chemistry; Springer: Berlin, 1984.
  8. Corey, E. J.; Suggs, J. W. Tetrahedron Lett. 1975, 31, 2647–2650.
  9. Piancatelli, G.; Scettri, A.; Auria, M. D. Synthesis 1982, 7, 588–590.
  10. Bhattacharjee, M. N.; Chaudhuri, M. K.; Dasgupta, H. S.; Roy, N. Synthesis 1982, 7, 588–590.
  11. Bhattacharjee, M. N.; Chaudhuri, M. K.; Purkayastha, S. Tetrahedron 1987, 43, 5389–5392.
  12. Hunsen, M. J. Fluorine Chem. 2005, 126, 1356–1360.
  13. Hunsen, M. Tetrahedron Lett. 2005, 46, 1651–1653. S ¸endil, K.; ¨ Ozg¨ un, B. Phosphorus Sulfur 2006, 181, 959–964. ¨ Ozg¨ un, B.; Yaylao˘ glu, A.; S ¸endil, K. Monats. Chem. 2007, 138, 161–163.
  14. Canbulat, M.; ¨ Ozg¨ un, B. Synth. React. Inorg. Met. Org. Chem. 2012, 42, 634–637. De˘ girmenba¸sı, N.; ¨ Ozg¨ un, B. Monats. Chem. 2004, 135, 407–410.
  15. Vogel, A. Chemistry Textbook of Practical Organic Chemistry, 5th edn.; Longman Scientific and Technical: New York, 1989.