Melek CANBULAT ÖZDEMİR, Hatice Beytiye ÖZGÜN

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

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.

Anahtar Kelimeler:

Periodic acid, solvent-free, oxidation of alcohols, quinaldinium fluorochromate(VI)

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

Keywords:

Periodic acid, solvent-free, oxidation of alcohols, quinaldinium fluorochromate(VI),

PDF

___

Hudlicky, M. Oxidation in Organic Chemistry; American Chemical Society : Washington, DC, 1990.
Kroschwitz, J. I.; Howe-Grand, M. Kirk-Othmer Encyclopedia of Chemical Technology ; Wiley: New York, 1991. Larock, R. C. Comprehensive Organic Transformations; Wiley-VCH: New York, 1999.
Beller, M.; Bolm, C. Transtion Metals for Organic Synthesis; Vol. 2, Wiley-VCH: Weinheim, 1998.
Trost, B. M.; Fleming, I.; Ley, S. V. Comprehensive Organic Synthesis; Vol. 7, Pergamon: Oxford, 1991.
Smith, M. B. Organic Synthesis, 2nd edn.; McGraw-Hill: Singapore, 2002.
Cainelli, G.; Cardillo, G. Chromium Oxidations in Organic Chemistry ; Springer: Berlin, 1984.
Corey, E. J.; Suggs, J. W. Tetrahedron Lett. 1975, 31, 2647–2650.
Piancatelli, G.; Scettri, A.; Auria, M. D. Synthesis 1982, 7, 588–590.
Bhattacharjee, M. N.; Chaudhuri, M. K.; Dasgupta, H. S.; Roy, N. Synthesis 1982, 7, 588–590.
Bhattacharjee, M. N.; Chaudhuri, M. K.; Purkayastha, S. Tetrahedron 1987, 43, 5389–5392.
Hunsen, M. J. Fluorine Chem. 2005, 126, 1356–1360.
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.
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.
Vogel, A. Chemistry Textbook of Practical Organic Chemistry, 5th edn.; Longman Scientific and Technical: New York, 1989.