1201-31-6Relevant articles and documents
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Tamborski,C.,Soloski,E.J.
, p. 385 - 391 (1967)
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Regiospecific Replacement of Fluorine by Hydrogen in an Aromatic Ring Induced by a Rare Earth Organometallic
Deacon, Glen B.,Forsyth, Craig M.,Sun, Junhui
, p. 1095 - 1098 (1994)
Pentafluorobenzoic acid reacts with YbCp2(dme) to yield, after hydrolysis, 2,3,4,5-tetrafluorobenzoic acid.Conversion is near quantitative with activated magnesium as a coreductant and there is evidence for catalytic turnover in ytterbium on addition of a cyclopentadiene source.Reduction of 2,6-F2C6H3CO2H to o-FC6H4CO2H and of o-FC6H4CO2H to PhCO2H has also been achieved.
Regioselective ortho-hydrodefluorination of pentafluorobenzoic acid by low-valent nickel complexes
Adonin,Starichenko
, p. 65 - 67 (2000)
2,3,4,5-Tetrafluorobenzoic and 3,4,5-trifluorobenzoic acids were prepared in high yields by reaction of C6F5COOH with zinc in the presence of NiCl2-2′-bipyridine (or 1,10-phenanthroline) complexes.
Technological method for preparing 2, 3, 4, 5-tetrachloride phthalic anhydride
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Paragraph 0039-0044; 0061, (2018/05/01)
The invention relates to an improved technological method for preparing 2, 3, 4, 5-tetrachloride phthalic anhydride. The improved technological method includes bonding 3, 4, 5, 6-tetrafluorophthalic acid and calcium ions in water phases to generate 3, 4, 5, 6-calcium tetrafluorophthalic acid; filtering out solid, then removing single-molecule calcium carbonate in water environments under the catalytic effect of specific strong acid and strong alkali salts to generate 2, 3, 4, 5-tetrachloride phthalic anhydride; continuing to carry out reaction on the generated 2, 3, 4, 5-tetrachloride phthalicanhydride and calcium carbonate to generate corresponding salt and releasing carbon dioxide; regulating pH (potential of hydrogen) values of water phases after the reaction is completely carried out;cooling and filtering the generated 2, 3, 4, 5-tetrachloride phthalic anhydride to obtain final finished products. The 3, 4, 5, 6-tetrafluorophthalic acid is used as a starting material. The improvedtechnological method has the advantages that the improved technological method is high in decarboxylation reaction yield and suitable for industrialization production, organic solvents can be omitted, waste gas, wastewater and industrial residues are easy to treat, and the like.
Gold(I)-catalyzed protodecarboxylation of (Hetero)aromatic carboxylic acids
Dupuy, Stéphanie,Nolan, Steven P.
supporting information, p. 14034 - 14038 (2013/11/19)
Readily available, inexpensive and easy to handle, carboxylic acids have been shown to be very effective, greener coupling partners compared to costly organometallic reagents for the formation of C-C bonds. The use of well-defined gold complexes furnished 3 in slightly better yield with butyric acid, and in quantitative yield with adamantane-1-carboxylic acid. All reactions reached completion within 16 h. As with silver systems, this reactivity trend highlights, as previously observed, the benefits of potential coordinating groups in the ortho position to the gold binding site, which possibly facilitate the decarboxylation step. Additional reaction time and increased temperatures were necessary to afford the gold aryl products in satisfactory yields. Yet, some substrates such as 2-nitrobenzoic acids reacted poorly and could only be transformed in 50% yield.
