Electrochemical Behavior and EPR of Radical Anions of Perfluoroalkyl-Substituted Olefins

Substituent effects in a series of 1,7-C60(RF)2 compounds (RF = CF3, C2F5, n-C3F7, i-C3F7, n-C4F9, s-C4F9, n-C8F17): electron affinities, reduction potentials and E(LUMO) values are not always correlated

“…2 The E 1/2 (0/À) value for trans-C 2 (CF 3 ) 2 (C 2 F 5 ) 2 is 60 mV more positive than for C 2 (CF 3 ) 4 , suggesting that for these two olefins the C 2 F 5 group is more electron withdrawing than the CF 3 group. 33 In contrast, the E 1/2 (0/À) values for 7,24-C 70 (R F ) 2 , with R F ¼ CF 3 or C 2 F 5 , only differed by 10 mV, which is within the uncertainty of the measurements, suggesting that C 2 F 5 is not more electron withdrawing than CF 3 , at least not for a large substrate such as C 70 . 34 Furthermore, the cathodic peak potentials (note: not reversible E 1/2 values) for three p-C 6 H 4 (CN)(R F ) derivatives were the same to within AE10 mV for R F ¼ n-C 4 F 9 , n-C 6 F 13 and n-C 8 F 17 , suggesting no difference in electron-withdrawing ability for these R F groups.…”

Reductive defluorination of graphite monofluoride by weak, non-nucleophilic reductants reveals low-lying electron-accepting sites

“…For example, 1,1,2,2-tetra(trifluoromethyl) ethylene (TTFME) has a reduction potential of −0.61 V vs. SCE (−0.37 V vs. SHE, or 4.1 V below vacuum) in acetonitrile. 20 To evaluate the feasibility that the residual -bonds in GF may be responsible for the electron transfer, we calculated the electron affinity of graphene fluoride containing an ethylene moiety. This was done with nanometer-sized graphene fluoride fragments of various sizes (ESI, e.g., Figure S6) until the calculated electron affinity remains invariant with increasing size.…”

Treatment technologies for aqueous perfluorooctanesulfonate (PFOS) and perfluorooctanoate (PFOA)

“…For example, PFOS can be reduced by elemental iron, Fe(0), in water under hightemperature and high-pressure conditions (e.g., 350°C, 20 MPa) [175]. Unsaturated per-and poly-fluoroorganics (i.e., those containing aromatic, benzylic, olefinic, and tertiary functional groups) will readily reductively defluorinate [176][177][178][179][180][181]. Fluoroorganics containing only secondary and primary C-F bonds are difficult to defluorinate due to low reduction potentials (E < -2.7 V) [182,183].…”