Electrophilic catalysis in nucleophilic substitution reactions in ionic liquids |
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Authors: | Marino Cavazza Francesco Pietra |
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Affiliation: | a Dipartimento di Chimica e Chimica Industriale, Università di Pisa, via Risorgimento 35, I-56100 Pisa, Italy b Via della Fratta 9, I-55100 Lucca, Italy |
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Abstract: | 2-Chlorotropone was obtained from 2-tosyloxytropone in 88% yield in the recyclable ionic medium BMIMBF4/LiCl. That Li+ acts as a Lewis acid was proven by the lack of reactivity of 2-tosyloxytropone, under the above conditions, on replacing LiCl with NaCl or BMIMCl, or using BMIMCl alone, or a BMIMBF4/MeCN/KCl mixture. 2-Bromo- and 2-iodotropone were obtained along similar lines from LiBr or LiI, respectively, whereas LiF proved unreactive. |
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Keywords: | Ionic liquid Nucleophilic substitutions Halotropones |
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