Anodic Fluorination Based on Cation Exchange between Alkali-Metal Fluorides and Solid-Supported Acids
โ Scribed by Toshiki Tajima; Atsushi Nakajima; Yuta Doi; Toshio Fuchigami
- Publisher
- John Wiley and Sons
- Year
- 2007
- Tongue
- English
- Weight
- 143 KB
- Volume
- 119
- Category
- Article
- ISSN
- 0044-8249
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โฆ Synopsis
A considerable number of studies have been conducted over the past few decades on the synthesis of organofluorine compounds because of their unique physical, chemical, and biological properties. [1] Efficient methods for the synthesis of organofluorine compounds are indispensable for the design of new pharmaceutical drugs, agrochemicals, and materials such as liquid crystals. From the viewpoint of atom economy, direct selective fluorination is the best method for these syntheses. Although the simplest nucleophilic fluorinating reagent is hydrogen fluoride (HF), HF and its derivatives are usually expensive, toxic, and corrosive and, therefore, require careful handling. [2] Alkali-metal fluorides, on the other hand, are both stable, and thus easy to handle, and inexpensive, and potassium fluoride (KF) is one of the cheapest fluorinating reagents known. However, the solubility of alkali-metal salts in many organic solvents is extremely low; therefore, to enhance the solubility and nucleophilicity of alkali-metal salts in these solvents, phase-transfer catalysts such as crown ethers [3] and quaternary ammonium or phosphonium salts [4] are commonly used to shift the equilibrium of Equation ( 1) to
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