En route to a dianilinyl-substituted carbo-cyclohexadiene with promising electrical properties

Lozynskyi, O., Barthes, C., Rives, A., Maraval, V., Voitenko, Z., Chauvin, R. (2015). En route to a dianilinyl-substituted carbo-cyclohexadiene with promising electrical properties. French-Ukrainian Journal of Chemistry, 3(1), 46–52. https://doi.org/10.17721/fujcV3I1P46-52

The macro-aromatic carbo-benzene core para-disubstituted by 4-anilinyl groups is known to be an efficient single-molecule conductor, exhibiting a conductance of 106 nS measured by the scanning tunneling microscopy-break junction technique. The linear carbo-butadiene analogue bearing the same anilinyl substituents was found to be less efficient, with a conductance of 2.7 nS. The reason of this difference could be elucidated through the study of the charge transport properties of a cyclically locked carbo-butadiene core in a carbo-cyclohexadiene derivative. In this paper, advances in the synthesis of this challenging dianilinyl-substituted carbo-cyclohexadiene are presented.