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Configurational and conformational isomeric antiaromatic [28]tetraoxaporphyrinoids( and aromatic [26]tetraoxaporphyrin( dications. A new type of molecular dynamics in macrocyclic systems

Märkl, Gottfried ; Stiegler, J. ; Kreitmeier, Peter ; Burgemeister, Thomas ; Kastner, F. ; Dove, Stefan


The [28]tetraoxaporphyrinoids( I are synthesized by cyclizing Wittig reaction. An alternative path is the McMurry condensation. Four different configurational isomers of I were isolated and characterized by 1H NMR. The inner and outer protons of the (E,E)-dienediyl bridges in (Z,EE,Z,EE)-I exchange by rotation around the adjacent single bonds. In (Z,EE,E,EE)-I, the (E)-ethenediyl ...


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