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Carbocations confined in a thiatriazuliporphyrin frame.
Autorzy
Rok wydania
2016
Czasopismo
Numer woluminu
22
Strony
6974-6980
DOI
10.1002/chem.201504752
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
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 the mesoposition(s). Further insight into the influence of carbocation formation on the geometry, electronic structure, and magnetic manifestation in 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).
Adres publiczny
http://dx.doi.org/10.1002/chem.201504752
Strona internetowa wydawcy
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