Synthesis of Tetraaza[8]circulenes from Tetrathia[8]circulenes through an SNAr-Based Process.

The synthesis of highly planar tetraaza[8]circulenes from tetrathia[8]circulenes through oxidation followed by a nucleophilic aromatic substitution reaction with arylamines is presented. Photophysical and electrochemical properties of tetraaza[8]circulenes were investigated and compared to those of tetrathia[8]circulenes. The tetraaza[8]circulene exhibited bright fluorescence both in solution and solid states.