synthesis and reactions of n-methylbenzylammonium fluorochromate(vi) on silica gel, a selective and efficient heterogeneous oxidant的合成和反应n-methylbenzylammonium fluorochromate硅胶(vi),选择性和高效的异构的氧化剂.pdfVIP
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synthesis and reactions of n-methylbenzylammonium fluorochromate(vi) on silica gel, a selective and efficient heterogeneous oxidant的合成和反应n-methylbenzylammonium fluorochromate硅胶(vi),选择性和高效的异构的氧化剂
Molecules 2004, 9, 825-829
molecules
ISSN 1420-3049
http//
Synthesis and Reactions of N-Methylbenzylammonium
Fluorochromate(VI) on Silica Gel, a Selective and Efficient
Heterogeneous Oxidant
M. Z. Kassaee *, S. Z. Sayyed-Alangi and H. Sajjadi-Ghotbabadi
Department of Chemistry, Tarbiat Modarres University, P.O. Box 14155-4838, Tehran, Iran; Fax:
(+98) 21-8006544
* To whom correspondence should be addressed; E-Mail: Kassaeem@Modares.ac.ir
Received: 28 June 2003; in revised form: 11 June 2004 / Accepted: 15 June 2004 / Published: 30
September 2004
Abstract: N-Methylbenzylammonium fluorochromate(VI) (MBAFC) is easily
synthesized by addition of N-methylbenzylamine to an aqueous solution of CrO3
and HF. MBAFC shows selectivity in the oxidation of aryl alcohols to their
corresponding aldehydes and ketones under mild conditions. The durability, ease
of work up and efficiency of MBAFC are considerably increased upon its
absorption on silica gel.
Keywords: N-Methylbenzylammonium fluorochromate(VI); heterogeneous
oxidants; silica gel; oxidation; alcohols.
Introduction
Chromium(VI) based reagents are widely used in modern organic synthesis for the oxidation of
a variety of compounds under anhydrous and aprotic conditions, including primary and secondary
alcohols. Extensive work has led to the development of a good number of these oxidants such as
the Collins reagent [1], chromium trioxide-3,5-dimethylpyrazole complex [2], pyridinium chloro-
chromate (PCC) [3], pyridinium dichromate (PDC) [4], 2,2-bipyridinium chlorochromate (BIPCC)
[5], pyridinium fluorochromat
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