Synthesis of radiolabelled aryl azides from diazonium salts: experimental and computational results permit the identification of the preferred mechanism.
Experimental and computational studies on the formation of aryl azides from the corresponding diazonium salts support a stepwise mechanism via acyclic zwitterionic intermediates. The low energy barriers associated with both transition structures are compatible with very fast and efficient processes, thus making this method suitable for the chemical synthesis of radiolabelled aryl azides.
Radiochemistry and Nuclear Imaging, CIC biomaGUNE, Paseo Miramón 182, Parque Tecnológico de San Sebastián, 20009, San Sebastián/Donostia, Spain. jllop@cicbiomagune.es.
Sameer M
SM
Joshi
Abel
A
de Cózar
Vanessa
V
Gómez-Vallejo
Jacek
J
Koziorowski
Jordi
J
Llop
Fernando P
FP
Cossío
D001386:Azides / Q000138:chemical synthesis* / Q000737:chemistry; D003979:Diazonium Compounds / Q000737:chemistry*; D007553:Isotope Labeling; D009587:Nitrogen Isotopes / Q000737:chemistry; D011789:Quantum Theory; D012492:Salts / Q000737:chemistry; D013816:Thermodynamics
D001386:Azides; D003979:Diazonium Compounds; D009587:Nitrogen Isotopes; D012492:Salts