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. 2007 Jun;128(6):674-678.
doi: 10.1016/j.jfluchem.2007.03.012.

Photochemical Schiemann Reaction in Ionic Liquids

Jorge Heredia-Moya  1 , Kenneth L Kirk
Affiliations

Photochemical Schiemann Reaction in Ionic Liquids

Jorge Heredia-Moya et al. J Fluor Chem. 2007 Jun.

Abstract

Photochemical Schiemann reactions of imidazole derivatives 1 and 4 were carried out in 1-butyl-3-methylimidazolium tetrafluoroborate ionic liquid [bmim][BF(4)] as solvent. The effects of temperature, co-solvent and wavelength on the rate of the reaction and product yield were examined. The use of ionic liquid increases the yield of the photochemical fluorodediazoniation reaction of 2 at 0°C. Careful temperature control is necessary to minimize the photodecomposition of the ionic liquid in order to increase the yield of product.

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Figures

Figure 1
Figure 1
Absorbance of [bmim][BF4]. (a) before and (b) after irradiation.
Scheme 1
Scheme 1
One-pot diazotization-photochemical fluorodediazoniation in [bmim][BF4]
Scheme 2
Scheme 2
Diazotization-photochemical fluorodediazoniation reaction of 4 in [bmim][BF4]
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