Oxidative coupling of o-phenylenediamine has been previously reported via Lewis acid catalysis or activity with horseradish peroxidase in the presence of hydrogen peroxide.  The electronic properties of 2,3-diaminophenazine in conducting oligomers and polymers, and a separate report of nanoparticles for detection of Hg2+ have gained interest recently. Corresponding to these reports alternative methods of synthesizing these large aromatic compounds are sought. Accounts of actinide assisted reaction pathways are more prevalent now than in the past and actinide alkoxo complexes are reported to promote the Tischenko reaction. Few records exist with thorium as the reactive metal and because of the empty 5f0 little reactivity is expected from the Th4+ ion. However, Th4+ is readily available and easily accessible as the nitrate salt. Our interest lies in the less often reported chemistry and subsequent reactivity of the thorium ion. Here we present the oxidative coupling of o-phenylenediamine forming 2,3-diaminophenazine in the presence of thorium nitrate in aqueous solution.

Thorium mediated synthesis of 2,3-diaminophenazine

247th National Meeting (2014)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.