ABSTRACT
Substance Conditions/electrode/technique Potential V (vs. SCE)
Acetone DMF, 0.1 M TEABr/Hg/pol E1/2 = –2.84 1-Naphthyphenylacetylene DMF, 0.03 M TBAI/Hg/pol E1/2 = –1.91 1-Naphthalenecarboxyaldehyde -/Hg/pol E1/2 = –0.91 2-Naphthalenecarboxyaldehyde -/Hg/pol E1/2 = –0.96 2-Phenanthrenecarboxaldehyde -/Hg/pol E1/2 = –1.00 3-Phenanthrenecarboxaldehyde -/Hg/pol E1/2 = –0.94 9-Phenanthrenecarboxaldehyde -/Hg/pol E1/2 = –0.83 1-Anthracenecarboxaldehyde -/Hg/pol E1/2 = –0.75 1-Pyrenecarboxaldehyde -/Hg/pol E1/2 = –0.76 2-Pyrenecarboxaldehyde -/Hg/pol E1/2 = –1.00 Anthracene DMF, 0.1 M TBAP/Pt dsk/CV Ep = –2.00
DMF, 0.5 M TBABF4/Hg/CV E1/2 = –1.93 MeCN, 0.1 M TEAP/Hg/CV E1/2 = –2.07 DMF, 0.1 M TBAI/Hg/pol E1/2 = –1.92
9,10-Dimethylanthracene DMF, 0.1 M TBAP/Pt/CV Ep = –2.08 MeCN, 0.1 M TBAP/Pt/CV Ep = –2.10
1-Phenylanthracene DMF, 0.5 M TBABF2/Hg/CV E1/2 = –1.91 DMF, 0.1 M TBAI/Hg/pol E1/2 = –1.878
2-Phenylanthracene DMF, 0.1 M TBAI/Hg/pol E1/2 = –1.875 8-Phenylanthracene DMF, 0.5 M TBABF4/Hg/CV E1/2 = –1.91 9-Phenylanthracene DMF, 0.5 M TBABF4/Hg/CV E1/2 = –1.93
DMF, 0.1 M TBAI/Hg/pol E1/2 = –1.863 1,8-Diphenylanthracene DMF, 0.5 M TBABF4/Hg/CV E1/2 = –1.88 1,9-Diphenylanthracene DMF, 0.1 M TBAI/Hg/pol E1/2 = –1.846 1,10-Diphenylanthracene DMF, 0.1 M TBAI/Hg/pol E1/2 = –1.786 8,9-Diphenylanthracene DMF, 0.5 M TBABF4/Hg/CV E1/2 = –1.90 9,10-Diphenylanthracene MeCN, 0.1 M TBAP/rot Pt/E swp E1/2 = –1.83
DMF, 0.1 M TBAI/Hg/pol E1/2 = –1.835 1,8,9-Triphenylanthracene DMF, 0.5 M TBABF4/Hg/CV E1/2 = –1.85 1,8,10-Triphenylanthracene DMF, 0.5 M TBABF4/Hg/CV E1/2 = –1.81 9,10-Dibiphenylanthracene MeCN, 0.1 M TBAP/rot Pt/E swp E1/2 = –1.94 Benz(a)anthracene MeCN, 0.1 M TEAP/Hg/CV E1/2 = –2.11
MeCN, 0.1 M TEAP/Hg/pol E1/2 = –2.40a Azulene DMF, 0.1 M TBAI/Hg/pol E1/2 = –1.10c Annulene DMF, 0.5 M TBAP 0 °C/Hg/pol E1/2 = –1.23 Benzaldehyde DMF, 0.1 M TBAP/Hg/pol E1/2 = –1.67 Benzil DMSO, 0.1 M TBAP/Hg/pol E1/2 = –1.04 Benzophenone -/Hg/pol E1/2 = –1.80
DMF/Pt dsk/CV E° = –1.72 Chrysene MeCN, 0.1 M TEAP/Hg/pol E1/2 = –2.73a Fluoranthrene DMF, 0.1 M TBAP/Pt dsk/CV Ep = –1.76
Substance Conditions/electrode/technique V (vs. SCE)
Cyclohexanone DMF, 0.1 M TEABr/Hg/pol E1/2 = –2.79 5,5-Dimethyl-3-phenyl-2-cyclohexen-1-one DMF, 0.5 M/Hg/pol E1/2 = –1.71 1,2,3-Indanetrione hydrate (ninhydrin) DMF, 0.2 M NaNO3/Hg/pol E1/2 = –0.039 Naphthacene DMF, 0.1 M TBAI/Hg/pol E1/2 = –1.53 Naphthalene DMF, 0.1 M TBAP/Pt dsk/CV Ep = –2.55
DMF, 0.5 M TBABF4/Hg/CV E1/2 = –2.56 DMF, MeCN, 0.1 M TEAP/Hg/CV E1/2 = –2.63 DMF, 0.1 M TBAI/Hg/pol E1/2 = –2.50
1-Phenylnaphthalene DMF, 0.5 M TBABF4/Hg/CV E1/2 = –2.36 1,2-Diphenylnaphthalene DMF, 0.5 M TBABF4/Hg/CV E1/2 = –2.25 Cyclopentanone DMF, 0.1 M TEABr/Hg/pol E1/2 = –2.82 Phenanthrene MeCN, 0.1 M TBAP/Pt wr/CV E1/2 = –2.47
MeCN, 0.1 M TEAP/Hg/pol E1/2 = –2.88a Pentacene THF, 0.1 M TBAP/rot Pt dsk/E swp E1/2 = –1.40 Perylene MeCN, 0.1 M TEAP/Hg/CV E1/2 = –1.73 1,3-Diphenyl-1,3-propanedione DMSO, 0.2 M TBAP/Hg/CV E1/2 = –1.42 2,2-Dimethyl-1,3-diphenyl-1,3 propanedione DMSO, TBAP/Hg/CV E1/2 = –1.80 Pyrene DMF, 0.1 M TBAP/Pt/CV Ep = –2.14
MeCN, 0.1 M TEAP/Hg/pol E1/2 = –2.49a Diphenylsulfone DMF, TEABr E1/2 = –2.16 Triphenylene MeCN, 0.1 M TEAP/Hg/pol E1/2 = –2.87a 9,10-Anthraquinone DMF, 0.5 M TBAP, 20°/Pt dsk/CV E1/2 = –1.01 1,4-Benzoquinone MeCN, 0.1 M TEAP/Pt/CV Ep = –0.54 1,4-Naphthohydroquinone, dipotassium salt DMF, 0.5 M TBAP, 20°/Pt dsk/CV E1/2 = –1.55 Rubrene DMF, 0.1 M TBAP/Pt dsk/CV Ep = –1.48
DMF, 0.1 M TBAI/Hg/pol E1/2 = –1.410 Benzocyclooctatetraene THF, 0.1 M TBAP/Hg/pol E1/2 = –2.13 sym-Dibenzocyclooctatetraene THF, 0.1 M TBAP/Hg/pol E1/2 = –2.29 Ubiquinone-6 MeCN, 0.1 M TEAP/Pt/CV Ep = –1.05e (9-Phenyl-fluorenyl)+ 10.2 M H2SO4/Hg/CV Ep = –0.01b (Triphenylcyclopropenyl)+ MeCN, 0.1 M TEAP/Hg/CV Ep = –1.87 (Triphenylmethyl)+ MeCN, 0.1 M TBAP/Hg/pol E1/2 = 0.27
H2SO4, 10.2 M/Hg/CV Ep = –0.58b (Tribiphenylmethyl)+ MeCN, 0.1 M TBAP/Hg/pol E1/2 = 0.19 (Tri-4-t-butyl-5-phenylmethyl)+ MeCN, 0.1 M TBAP/Hg/pol E1/2 = 0.13 (Tri-4-isopropylphenylmethyl)+ MeCN, 0.1 M TBAP/Hg/pol E1/2 = 0.07 (Tri-4-methylphenylmethyl)+ MeCN, 0.1 M TBAP/Hg/pol E1/2 = 0.05 (Tri-4-cyclopropylphenylmethyl)+ MeCN, 0.1 M TBAP/Hg/pol E1/2 = 0.01 (Tropylium)+ MeCN, 0.1 M TBAP/Hg/pol E1/2 = –0.17
DMF, 0.15 M TBAI/Hg/pol E1/2 = –1.55 DMF, 0.15 M TBAI/Hg/pol E1/2 = –1.55 DMF, 0.15 M TBAI/Hg/pol E1/2 = –1.57 DMF, 0.15 M TBAI/Hg/pol E1/2 = –1.60 DMF, 0.15 M TBAI/Hg/pol E1/2 = –1.87 DMF, 0.15 M TBAI/Hg/pol E1/2 = –1.96 DMF, 0.15 M TBAI/Hg/pol E1/2 = –2.05
Oxidation Potentials (Products Are Cation Radicals) Anthracene CH2Cl2, 0.2 M TBABF4, –70 °C/Pt dsk/CV Ep = +0.73d 9,10-Dimethylanthracene MeCN, 0.1 M LiClO4/Pt wr/CV Ep = +1.0 9,10-Dipropylanthracene MeCN, 0.1 M TEAP/Pt/CV Ep = +1.08 1,8-Diphenylanthracene CH2Cl2, 0.2 M TPrACF3SO3/rot Pt wr/E swp E1/2 = +1.34 8,9-Diphenylanthracene CH2Cl2, 0.2 M TPrACF3SO3/rot Pt wr/E swp E1/2 = +1.30 9,10-Diphenylanthracene MeCN/Pt/CV Ep = +1.22 Perylene MeCN, 0.1 M TBAP/Pt/CV Ep = +1.34 Pyrene DMF, 0.1 M TBAP/Pt dsk/CV Ep = +1.25 Rubrene DMF, 0.1 M TBAP/Pt dsk/CV Ep = +1.10 Tetracene CH2Cl2, 0.2 M TBABF4, –70 °C/Pt wr/CV Ep = +0.35d 1,4-Dithiabenzene MeCN, 0.1 M TEAP/Pt dsk/rot E1/2 = +0.69 1,4-Dithianaphthalene MeCN, 0.1 M TEAP/Pt dsk/rot E1/2 = +0.80 Thianthrene 0.1 M TPAP/Pt/CV E1/2 = +1.28 a vs. 0.01 M Ag/AgClO4b vs. Hg/Hg2SO4, 17 M H2SO4c vs. Hg pool d vs. Ag/saturated AgNO3 e
