• Bulletin of the Korean Chemical Society
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• v.26 no.6
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• pp.993-994
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• 2005

• Journal of Radiopharmaceuticals and Molecular Probes
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• v.7 no.2
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• pp.141-146
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• 2021

With increasing interest in fluorinated compounds, nucleophilic fluorination reaction has been generally used for synthesizing fluorine-containing chemicals. However, alkali metal fluorides (MFs) generally have low solubility and reactivity in organic solvent. To overcome these problems, various phase transfer catalysts (PTCs) have been investigated. Calix-arene is known as to capture the metal cation(M⁺), and therefore in this review, we would like to introduce several kinds of calix-arene based PTCs, such as bis-tert-alcohol-functionalized crown-6-calix[4]arene (BACCA), oligo-ethylene glycol linked bis-triethyleneglycol crown-5-calix[4]arene (BTC5A), and ionic liquid functionalized calix-arene based catalyst, as well as ion-pair receptor crown-6-calix[4]arene-capped calix[4]pyrrole.

• Journal of Radiopharmaceuticals and Molecular Probes
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• v.3 no.2
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• pp.116-121
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• 2017

To overcome the low reactivity and solubility of alkali metal fluorides (MFs), various types of phase transfer catalysts (PTCs) have been developed over the last decades. However, since the fluoride activated by such PTC sometimes has a strong basicity, it may cause various side reactions such as elimination reaction or hydroxylation reaction in the nucleophilic fluorination reaction. Also, they may cause separation problems in the compound purification process. In recent advanced study, various PTCs have been developed to solve these problem of conventional catalyst. In this review, we would like to introduce three kinds of novel multifunctional organic catalysts such as bis-tert-alcohol-functionalized crown-6-calix[4]arene (BACCA), easy separable pyrene-tagged ionic liquid (PIL) by reduced graphene oxide (rGO), and tri-tert-butanolamine organic catalyst.

• Journal of Radiopharmaceuticals and Molecular Probes
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• v.2 no.1
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• pp.17-21
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• 2016

Alkali metal fluoride sources (MFs) such as potassium fluoride (KF) have been widely used as a fluoride source in the nucleophilic displacement reaction. However, they have low solubility and nucleophilicity in most of the organic solvents. Bulky fluoride sources such as tetrabutylammonium fluoride (TBAF) were substituted for MFs to improve these properties. However, hygroscopic property of TBAF makes it less convenient for handling as well as its strong basic property can make the side-reaction occur. Recently, novel fluoride sources have been developed to solve these problems. In this paper, we would like to introduce coordinated fluoride sources as a new fluoride sources such as tetrabutylammonium tetra(t-butyl alcohol)-coordinated fluoride, crown ether metal complex fluoride, and various bulky alcohols coordinated fluoride complexes. In particular, bulky alcohol coordinated fluoride source could generated by the controlled hydrogen-bonded of fluoride with alcohols and these fluoride sources have better stability and reactivity with showing low hygroscopic property. The study of these fluoride sources will help to understand the characteristic of [$^{18}F$]fluoride for increasing the radiochemical yield in the [$^{18}F$]radiofluorination.