Erzeugung von 2‐substituierten 1‐Ethenyl‐Kationen aus Ethylendiazonium‐Salzen

Thermal decomposition of 2‐substituted ethylenediazonium salts 1a–d produces the corresponding 1‐ethenyl cations 2a–d as short‐lived intermediates. The primary vinyl cation 2d or the rearranged and energetically favored analogues 3a–c of 2a–c are intercepted by chloride to give the decomposition products 4d and 5a–c, respectively. The generation of 4d and 5a–c as well as a kinetic study of the thermolysis reaction provide no indication that the elimination of nitrogen from 1a–d is occurring with the intermediate formation of cyclic cations 6 or 7.