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Year 2008, Volume: 21 Issue: 2, 33 - 36, 25.03.2010

Abstract

References

  • Corey, E.J., Suggs, J.W., “Pyridinium
  • Chlorochromate; an Efficient Reagent for Oxidation of Primary and Secondary Alcohols to Carbonyl Compounds”, Tetrahedron Lett., 16(31): 2647-2650 (1975).
  • Maier, G., Reisenauer, H.R., Marco, M.D., “Isonitroso Hydrogen (hydroxy nitrene HON)”, Angew. Chem. Int. Ed. Engl., 38(1-2): 108-110 (1999).
  • Bhandari, A., Sharma, P.K., Banerji, K.K., “Kinetics and Mechanism of the Oxidation of Organic Sulfides by Quinolinium Fluorochromate”, J. Chem. Research, 2001(6): 221-223 (2001).
  • Meenahshisundaram, S., Sockalingam, R.,
  • “Kinetics and Mechanism of the Quinolinium Fluorochromate Oxidation of Some Primary, Secondly and Unsaturated Alchohols in Acetonitrile”, Collect. Czech. Chem. Commun., 66(6): 877-896 (2001).
  • Bahttacharjee, M.N., Chauduri, M.K., Purkayastha, S., “Some Aspects of Pyridinium Fluorochromate, C5H5NHClO3F (PFC), Oxidation, Stoichiometry of Oxidation of Alcohols, Evidence for Oxygen Transfer, and the Identity of the Reduced Chromium Species”, Tetrahedron, 43(22): 5380- 5392 (1987).
  • Corey, E.J., Fleet, G.W.J., “Chromium Trioxide- 3,5-Dimethylpyrazole Complex as a Reagent for Oxidation of Alcohols to Carbonyl Compounds”, Tetrahedron Lett., 14(45): 4499-4501 (1973).
  • Heravi, M.M., Kiakoojori, R., Mirza-Aghayan, M., Tabar-Hydar, K., Bolourchian, M., “3- Carboxypyridinium Chlorochromate on Alumina as a Selective Oxidant for Organic Substrates”, Monatsh. Chem., 130(3): 481-483 (1999).
  • Özgün, B., Yaylaoglu, A., Şendil, K., “4- Benzylpyridinium Fluorochromate: An Efficient and Selective Oxidant for Organic Substrates”, Monatsh. Chem., 138(2): 161-163 (2007).
  • Şendil, K., Özgün, B., “Quinoxalinium Fluorochromate (QxFC): A New and Efficient reagent for Oxidation of Alcohols in Solution, Under Solvent-Free Conditions and Microwave Irradiation”, Phosphorous, Sulfur and Silicon and Related Elements, 181(4): 959-964 (2006).
  • Mahjoub, A.R., Ghammami, S., Kassaee, M.Z, “Tetramethylammonium fluorochromate(VI): A New and Efficient Oxidant for Organic Substrates”, Tetrahedron Lett., 44(24): 4555-4557 (2003). [11] Ghammamy, S., Hashemzadeh, A., “Tripropylammonium Fluorochromate (TriPAFC): A Convenient New Reagent for Oxidation of Organic Substrates”, Bull. Korean Chem. Soc., 25(8): 1277-1279 (2004). [12] Ghammamy, S., Mazareey, M., “Tributylammonium chlorochromate, (C4H9)3NH[CrO3Cl], (TriBACC): A New, Mild and Stable Oxidant for Organic Substrates”, J. Serb. Chem. Soc., 70(5): 687-693 (2005).

Methyltriphenylphosphonium Halochromates, [Me(Ph)3P][CrO3X] (MTriPPXC) (X= F, Cl, Br): the Three New, Mild and Stable Oxidants for Organic Substrates

Year 2008, Volume: 21 Issue: 2, 33 - 36, 25.03.2010

Abstract

Methyltriphenylphosphonium Halochromates (MTriPPXC) were prepared and used for oxidation of alcohols under mild conditions. These new compounds are more efficient and have certain advantages over similar oxidizing agents in terms of the amount of oxidants, short reaction times, and high yields. Methyltriphenylphosphonium Halochromates, Me(Ph)3PCrO3X (MTriPPXC) (X= F, Cl, Br) are easily synthesized by the reaction of Methyltriphenylphosphonium with an aqueous solution of CrO3 and HX in a 1:1:2 mole ratio. The reactions were carried out in solution, under mild and acid-free conditions.

References

  • Corey, E.J., Suggs, J.W., “Pyridinium
  • Chlorochromate; an Efficient Reagent for Oxidation of Primary and Secondary Alcohols to Carbonyl Compounds”, Tetrahedron Lett., 16(31): 2647-2650 (1975).
  • Maier, G., Reisenauer, H.R., Marco, M.D., “Isonitroso Hydrogen (hydroxy nitrene HON)”, Angew. Chem. Int. Ed. Engl., 38(1-2): 108-110 (1999).
  • Bhandari, A., Sharma, P.K., Banerji, K.K., “Kinetics and Mechanism of the Oxidation of Organic Sulfides by Quinolinium Fluorochromate”, J. Chem. Research, 2001(6): 221-223 (2001).
  • Meenahshisundaram, S., Sockalingam, R.,
  • “Kinetics and Mechanism of the Quinolinium Fluorochromate Oxidation of Some Primary, Secondly and Unsaturated Alchohols in Acetonitrile”, Collect. Czech. Chem. Commun., 66(6): 877-896 (2001).
  • Bahttacharjee, M.N., Chauduri, M.K., Purkayastha, S., “Some Aspects of Pyridinium Fluorochromate, C5H5NHClO3F (PFC), Oxidation, Stoichiometry of Oxidation of Alcohols, Evidence for Oxygen Transfer, and the Identity of the Reduced Chromium Species”, Tetrahedron, 43(22): 5380- 5392 (1987).
  • Corey, E.J., Fleet, G.W.J., “Chromium Trioxide- 3,5-Dimethylpyrazole Complex as a Reagent for Oxidation of Alcohols to Carbonyl Compounds”, Tetrahedron Lett., 14(45): 4499-4501 (1973).
  • Heravi, M.M., Kiakoojori, R., Mirza-Aghayan, M., Tabar-Hydar, K., Bolourchian, M., “3- Carboxypyridinium Chlorochromate on Alumina as a Selective Oxidant for Organic Substrates”, Monatsh. Chem., 130(3): 481-483 (1999).
  • Özgün, B., Yaylaoglu, A., Şendil, K., “4- Benzylpyridinium Fluorochromate: An Efficient and Selective Oxidant for Organic Substrates”, Monatsh. Chem., 138(2): 161-163 (2007).
  • Şendil, K., Özgün, B., “Quinoxalinium Fluorochromate (QxFC): A New and Efficient reagent for Oxidation of Alcohols in Solution, Under Solvent-Free Conditions and Microwave Irradiation”, Phosphorous, Sulfur and Silicon and Related Elements, 181(4): 959-964 (2006).
  • Mahjoub, A.R., Ghammami, S., Kassaee, M.Z, “Tetramethylammonium fluorochromate(VI): A New and Efficient Oxidant for Organic Substrates”, Tetrahedron Lett., 44(24): 4555-4557 (2003). [11] Ghammamy, S., Hashemzadeh, A., “Tripropylammonium Fluorochromate (TriPAFC): A Convenient New Reagent for Oxidation of Organic Substrates”, Bull. Korean Chem. Soc., 25(8): 1277-1279 (2004). [12] Ghammamy, S., Mazareey, M., “Tributylammonium chlorochromate, (C4H9)3NH[CrO3Cl], (TriBACC): A New, Mild and Stable Oxidant for Organic Substrates”, J. Serb. Chem. Soc., 70(5): 687-693 (2005).
There are 12 citations in total.

Details

Primary Language English
Subjects Engineering
Journal Section Chemistry
Authors

Shahriare Ghammamy This is me

Kheyrollah Mehranı This is me

Saeid Malekı This is me

Zahra Javanshır This is me

Publication Date March 25, 2010
Published in Issue Year 2008 Volume: 21 Issue: 2

Cite

APA Ghammamy, S., Mehranı, K., Malekı, S., Javanshır, Z. (2010). Methyltriphenylphosphonium Halochromates, [Me(Ph)3P][CrO3X] (MTriPPXC) (X= F, Cl, Br): the Three New, Mild and Stable Oxidants for Organic Substrates. Gazi University Journal of Science, 21(2), 33-36.
AMA Ghammamy S, Mehranı K, Malekı S, Javanshır Z. Methyltriphenylphosphonium Halochromates, [Me(Ph)3P][CrO3X] (MTriPPXC) (X= F, Cl, Br): the Three New, Mild and Stable Oxidants for Organic Substrates. Gazi University Journal of Science. March 2010;21(2):33-36.
Chicago Ghammamy, Shahriare, Kheyrollah Mehranı, Saeid Malekı, and Zahra Javanshır. “Methyltriphenylphosphonium Halochromates, [Me(Ph)3P][CrO3X] (MTriPPXC) (X= F, Cl, Br): The Three New, Mild and Stable Oxidants for Organic Substrates”. Gazi University Journal of Science 21, no. 2 (March 2010): 33-36.
EndNote Ghammamy S, Mehranı K, Malekı S, Javanshır Z (March 1, 2010) Methyltriphenylphosphonium Halochromates, [Me(Ph)3P][CrO3X] (MTriPPXC) (X= F, Cl, Br): the Three New, Mild and Stable Oxidants for Organic Substrates. Gazi University Journal of Science 21 2 33–36.
IEEE S. Ghammamy, K. Mehranı, S. Malekı, and Z. Javanshır, “Methyltriphenylphosphonium Halochromates, [Me(Ph)3P][CrO3X] (MTriPPXC) (X= F, Cl, Br): the Three New, Mild and Stable Oxidants for Organic Substrates”, Gazi University Journal of Science, vol. 21, no. 2, pp. 33–36, 2010.
ISNAD Ghammamy, Shahriare et al. “Methyltriphenylphosphonium Halochromates, [Me(Ph)3P][CrO3X] (MTriPPXC) (X= F, Cl, Br): The Three New, Mild and Stable Oxidants for Organic Substrates”. Gazi University Journal of Science 21/2 (March 2010), 33-36.
JAMA Ghammamy S, Mehranı K, Malekı S, Javanshır Z. Methyltriphenylphosphonium Halochromates, [Me(Ph)3P][CrO3X] (MTriPPXC) (X= F, Cl, Br): the Three New, Mild and Stable Oxidants for Organic Substrates. Gazi University Journal of Science. 2010;21:33–36.
MLA Ghammamy, Shahriare et al. “Methyltriphenylphosphonium Halochromates, [Me(Ph)3P][CrO3X] (MTriPPXC) (X= F, Cl, Br): The Three New, Mild and Stable Oxidants for Organic Substrates”. Gazi University Journal of Science, vol. 21, no. 2, 2010, pp. 33-36.
Vancouver Ghammamy S, Mehranı K, Malekı S, Javanshır Z. Methyltriphenylphosphonium Halochromates, [Me(Ph)3P][CrO3X] (MTriPPXC) (X= F, Cl, Br): the Three New, Mild and Stable Oxidants for Organic Substrates. Gazi University Journal of Science. 2010;21(2):33-6.