One-step Synthesis and Redox Properties of Dodecahydro-3a,9a-diazaperylene - the Most Easily Oxidized P-phenylenediamine
Dodecahydro-3a,9a-diazaperylene (DHDAP) was prepared in one step from p-phenylenediamine and 1-bromo-3-chloropropane, and its first redox potential is 292 mV more negative than the first redox potential of N,N,N ,N -tetramethyl-p-phenyl enediamine (TMPD), thus becoming the most easily oxidized p-phenylenediamine homologue.
A. M. Rawashdeh et al., "One-step Synthesis and Redox Properties of Dodecahydro-3a,9a-diazaperylene - the Most Easily Oxidized P-phenylenediamine," Chemical Communications, Royal Society of Chemistry, Jan 2001.
The definitive version is available at https://doi.org/10.1039/b104991g
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© 2001 Royal Society of Chemistry, All rights reserved.