2003
DOI: 10.1016/s0040-4039(03)00989-4
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Tetramethylammonium fluorochromate(VI): a new and efficient oxidant for organic substrates

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Cited by 52 publications
(39 citation statements)
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“…Many oxidizing agents have been developed in recent years such as the Collins reagent 1 , chromium trioxide-3,5-dimethylpyrazole complex 2 , pyridinium fluorochromate (PFC) 3,4 , pyridinium chlorochromate (PCC) 5 , pyridinium dichromate (PDC) 6 , 2,2'-bipyridinium chlorochromate (BiPCC) 7 , quinolinium fluorochromate (QFC) 8 , quinolinium chlorochromate 9 , isoquinolium fluorochromate (IQFC) 10 , 3,5-dimethylpyrazolium fluorochromate 11 , 2,6-dicarboxypyridinium chlorochromate 12,13 , N-methylpiperidinium chlorochromate 14 , tetramethylammonium fluorochromate(VI) (TMAFC) 15 , tetrabutylammonium fluorochromate(VI) (TBAFC) 16 , morpholinium chlorochromate (MCC) 17 and benzyltrimethyl ammonium fluorochromate(VI) 18 , etc. We have recently reported new reagents such as N-methylbenzylammonium fluorochromate(VI) (MBAFC) 19 and morpholinium fluorochromate(VI) (MFC) 20 .…”
Section: Introductionmentioning
confidence: 99%
“…Many oxidizing agents have been developed in recent years such as the Collins reagent 1 , chromium trioxide-3,5-dimethylpyrazole complex 2 , pyridinium fluorochromate (PFC) 3,4 , pyridinium chlorochromate (PCC) 5 , pyridinium dichromate (PDC) 6 , 2,2'-bipyridinium chlorochromate (BiPCC) 7 , quinolinium fluorochromate (QFC) 8 , quinolinium chlorochromate 9 , isoquinolium fluorochromate (IQFC) 10 , 3,5-dimethylpyrazolium fluorochromate 11 , 2,6-dicarboxypyridinium chlorochromate 12,13 , N-methylpiperidinium chlorochromate 14 , tetramethylammonium fluorochromate(VI) (TMAFC) 15 , tetrabutylammonium fluorochromate(VI) (TBAFC) 16 , morpholinium chlorochromate (MCC) 17 and benzyltrimethyl ammonium fluorochromate(VI) 18 , etc. We have recently reported new reagents such as N-methylbenzylammonium fluorochromate(VI) (MBAFC) 19 and morpholinium fluorochromate(VI) (MFC) 20 .…”
Section: Introductionmentioning
confidence: 99%
“…agents in terms of amounts of oxidant and solvent required, and especially in the short reaction times required and in higher product yields. [15][16][17] In addition this oxidant and the oxidation conditions can be used for the synthesis of highly functionalized molecules.…”
Section: Resultsmentioning
confidence: 99%
“…This provides a clear-cut example of an oxygen transfer from reagent to alcohols or hydrogen transfer from the alcohols to the oxidants reaction involving tetraalkylammonium bromochromates and the result may also be useful in defining other related reactions. [16][17][18][19] The nature of the solvent does not appear to be particularly critical. Hydrocarbons, benzene, ethers and chlorinated hydrocarbons are equally effective, the practical choice being oriented by the solubility of the products and the desired reaction temperature.…”
Section: Resultsmentioning
confidence: 99%
“…These assignments are in accord with those found for other bromochromate and fluorochromates. [13][14][15] These reagents are soluble in dimethylformamide and dimethyl sulfoxide, sparingly soluble in dichloromethane, acetonitrile and chloroform and insoluble in benzene, toluene, ether, nitrobenzene and ethyl acetate. These results are indicative of the ionic nature of these compounds.…”
Section: Resultsmentioning
confidence: 99%