Dooley, B. M.; Bowles, S. E.; Storr, T.; Frank*, N. L. Synthesis of Neutral Spin-Delocalized Electron Acceptors for Multifunctional Materials Org. Lett. 2007 9, 4781-4783 (NOV 8 2007). DOI: 10.1021/ol701725r
Spin-delocalization provides an interesting strategy to decreasing on-site Coulomb repulsion in redox active organic donors and acceptors. Here we report synthetic methodology for synthesis of benzonitronyl nitroxides, a class of spin-delocalized stable radicals. The annelated radicals exhibit electronic transitions in the near IR (850-900 nm) and are excellent electron acceptors (E-red = 0.0 vs SCE) ideal for the development of organic electronic materials.