Journal of Organic Chemistry
Journal of Organic Chemistry
4 years ago

Ethynylene-linked Figure-Eight Octaphyrin(1.2.1.1.1.2.1.1): Synthesis and Characterization of Its Two Oxidation States

Ethynylene-linked Figure-Eight Octaphyrin(1.2.1.1.1.2.1.1): Synthesis and Characterization of Its Two Oxidation States
Marcin Stępień, Marcin A. Majewski, Harapriya Rath, Krushna Chandra Sahoo
An octaphyrin(1.2.1.1.1.2.1.1) containing two conjugated ethynylene bridges has been synthesized and characterized. The macrocycle reveals complex conformational dynamics dependent on its protonation and oxidation state. The [40]annulenoid macrocycle and its [38]annulenoid oxidized form display residual macrocyclic ring currents. In spite of its low apparent aromaticity the new octaphyrin is a potent chromophore with a vis-NIR absorption profile strongly influenced by the redox and acid–base chemistry.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01592

DOI: 10.1021/acs.joc.7b01592

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