Cs18F reacts directly with RN+Me3 ClO4- (R = aryl) to give R18F in DMSO. Kinetics indicate that the relative nucleofugicity of the N+Me3 group in the nucleophilic substitution reaction surpasses that of the best neutral leaving groups including NO2 and F itself. The regiochem. and substituent effects on this reaction are discussed. The reaction with RS+Me2 ClO4- (R = aryl) is prevented by rapid Me transfer to the nucleophile.
Nucleophilic Aromatic-substitution of Activated Cationic Groups By F-18-labeled Fluoride - A Useful Route To No-carrier-added (nca) F-18-labeled Aryl Fluorides / Angelini, Giancarlo; Speranza, Maurizio; A. P., Wolf; C. Y., Shiue. - In: JOURNAL OF FLUORINE CHEMISTRY. - ISSN 0022-1139. - STAMPA. - 27:(1985), pp. 177-191. [10.1016/S0022-1139(00)84987-8]
Nucleophilic Aromatic-substitution of Activated Cationic Groups By F-18-labeled Fluoride - A Useful Route To No-carrier-added (nca) F-18-labeled Aryl Fluorides
ANGELINI, Giancarlo;SPERANZA, Maurizio;
1985
Abstract
Cs18F reacts directly with RN+Me3 ClO4- (R = aryl) to give R18F in DMSO. Kinetics indicate that the relative nucleofugicity of the N+Me3 group in the nucleophilic substitution reaction surpasses that of the best neutral leaving groups including NO2 and F itself. The regiochem. and substituent effects on this reaction are discussed. The reaction with RS+Me2 ClO4- (R = aryl) is prevented by rapid Me transfer to the nucleophile.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
