Redox modulation of benzene triimides and diimides via noncovalent interactions.
[reaction: see text] Mellitic triimides undergo three sequential one-electron reduction processes whose potentials are significantly lowered in the presence of alkyl thioureas. The two sequential reductions of benzene diimides are similarly stabilized. Calculation of the relative free energy change between the different electronic states of the imide acceptors and their corresponding alkyl thiourea complexes indicates dramatic increases in hydrogen bond strength with increasing acceptor charge density.
Carroll
Joseph B
JB
Department of Chemistry, University of Massachusetts-Amherst, Amherst, Massachusetts 01003, USA.
Gray
Mark
M
McMenimen
Kathryn A
KA
Hamilton
Darren G
DG
Rotello
Vincent M
VM