In vivo imaging with positron emission tomography generally demands radiotracers with a high specific activity. In case of fluorine-18 the required no-carrier-added (n.c.a.) starting material is only available in form of fluoride. This and the short half-life of 109.7 minutes of the radionuclide lead to the demand of special methods for radiosyntheses. The only practical procedure for manufacturing n.c.a. [18F]fluoro-compounds is therefore nucleophilic substitution. There is, however, still a lack of effective procedures for the labelling of electron rich aromatic molecules starting from n.c.a. [18F]fluoride. A process for n.c.a. radiofluorination of these compounds is offered by the reaction of iodonium compounds as starting materials. In this study modern procedures for the synthesis of iodoniumsalts and -ylides were investigated. Several precursor molecules for the versatile synthetic building block 4-[18F]fluoroiodobenzene were synthesised. In this course, a new one- pot procedure for the synthesis of iodoniumylides was developed. Further on, the syntheses of suitable iodonium precursors for two fluorophenoxy-derivatives, which are possible antidepressants, were investigated. Due to their binding profile these compounds can be considered as ligands for the serotonin reuptake transporter (SERT) and the norepinephrin reuptake transporter (NET), respectively. The preparation of appropriate iodonium salts proved to be too problematic, while the synthesis of suitable iodoniumylides could be accomplished with satisfactory yields of about 30 % and 40 %, respectively. Both compounds were labelled with n.c.a. [18F]fluoride and deprotected to the desired targetcompounds 4-((3-[18F]fluorophenoxy)(phenyl)methyl)piperidine and 4-((4-[18F]fluorophenoxy)(phenyl)methyl)piperidine in radiochemical yields of about 40 % and 25 %, respectively. Those are now available for preclinical evaluation studies. Furthermore, a process for the palladium catalysed synthesis of 18F-labelled aromatic molecules was investigated. Initially a suitable reaction protocol was developed for further examination of the dependence of the radiochemical yield on the amount of added carrier. It turned out, however, that the reaction did not proceed without the addition of fluoride-carrier. For the identification of the radioactive products and the determination of the radiochemical yields suitable Chromatographic conditions for the identification of all radioactive products and the determination of their radiochemical yields via HPLC were developed. Furthermore chromatographic conditions for the isolation of the pharmacological relevant n.c.a. [18F]fluorophenoxy-derivatives in highest purity were developed
