Język
eng
Treść
In the search for tricarbaporphyrinoids, a three-component acid-catalyzed condensation of azulene, 2,5-bis[(p-tolyl)hydroxymethyl]thiophene, and an aryl aldehyde has been elaborated, affording the appropriate thiatriazuliporphyrinogens. The subsequent oxidation yielded a rare example of a macrocyclic organic tetracation, which can be readily and reversibly converted into macrocyclic tri- and dicarbocations by addition of one or two hydroxides bound at theU+0026amp;nbsp;mesoposition(s). Further insight into the influence of carbocation formation on the geometry, electronic structure, and magnetic manifestation inU+0026amp;nbsp;1H NMR spectroscopy has been obtained by using density functional theory calculations. The charge distribution was evaluated by mapping electron density surfaces with electrostatic potential (ESP).
