Year: 2025
Type: article
Abstract: High Resolution Image Download MS PowerPoint Slide We present two triazatruxene-triarylmethylium TAT-Tr + donor–acceptor dyads 1 + and 2 + with either 4-CF 3 - ( 1 + ) or 4-F-substituted phenyl rings ( 2 + ) at the tritylium (Tr + ) site. In spite of rather large differences between the redox potentials for TAT oxidation and Tr + reduction, the diamagnetic TAT-Tr + forms of these dyads coexist with their paramagnetic TAT +• -Tr • valence tautomers with one unpaired spin at every redox site. The major quantity of the diradical isomers is trapped as dimers with concomitant loss of the unpaired spin density of the Tr • entity. The dimers were also observed by cyclic and square wave voltammetry and form readily by one-electron reduction of the dyads to the corresponding trityl radical. Dimerization of the neutral radicals occurs at a much faster rate than dissociation of their two-electron oxidized forms, indicating hysteretic behavior.
Source: The Journal of Organic Chemistry
Authors: Lars Vogelsang, Felix Kuschel, Anja Rehse, Michael Linseis, Rainer F. Winter
Institution: University of Konstanz
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $4,500
Funder: Deutsche Forschungsgemeinschaft
Awards: G2559764746, G2795359992
OpenAlex ID: W4415849643