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CC20220020, ,66, ,3x4 FOR PEER REVIEW 7 7ofo2f 121 Figure 2. Cyclic voltammetry of 10 mM p-nitro compounds 1-4 with Ag (black line), Cu (red line) and Table 1. Standard potential (E◦), cathodic peak potential (in−1 V vs. SCE, Epc) and peak witdh (∆Ep C (blue line), under nitrogen atmosphere. Scan rate: 0.5 V·s . Solution of DMF/0.1M TBA BF4 (left) (mV)) for 1-4 in different solvents using different working electrodes (WE) at 20 ◦C. and solution of 3 mL EMIM TFSI (right). DMF/0.1 M TBA BF4 Table 1. Standard potential (Eo), cathodic peak potential (in V vs. SCE, Epc) and peak witdh (ΔEp Entry Nitro Derivative WE Epc (V vs. SHE) E0 (V vs. SHE) ∆Ep (mV) 72 70 70 60 72 60 67 68 67 83 90 70 ∆Ep (mV) (mV)) for 1-4 in different solvents using different working electrodes (WE) at 20 °C. 1 2 3 1 2 3 4 5 6 7 10 8 11 12 Entry 13 14 15 16 17 18 19 20 21 22 23 24 Ag −0.969 −0.919 DMF/0.1M TBA BF4 Entry WE Epc (V vs. SHE) E0 (V vs. SHE) ΔEp (mV) 1 Nitro Derivative Cu −0.989 −0.889 4 5 6 7 8 9 Ag −0.869 −0.989 −0.839 −0.889 72 70 70 60 72 60 67 68 67 83 90 70 2 3 4 Cu 1 2 3 C Ag 4Cu C −0.969 −0.969 −0.899 −0.919 Ag C Ag −0.779 −0.869 −0.779 −0.869 −0.779 −0.779 −0.7−790.819 −0.869 −0.779 −0.809 −0.819 −0.699 −0.839 −0.689 −0.839 −0.689 −0.699 −0.68−9 0.719 −0.699 −0.689 −0.769 −0.719 −0.699 −0.769 Cu −0.869 −0.969 −0.839 −0.899 C Ag −0.869 −0.869 −0.839 −0.839 9 10 11 12 Cu Cu C Cu C Ag AgCu C Nitro Derivative C EMIM−0T.8F6S9I −0.809 E0 (V vs. SHE) Nitro Derivative 1 2 3 4 WE Epc (V vs. SHE) −0.949 −0.949 −0.959 −0.949 −0.9−590.889 −0.899 −0.889 −0.889 −0.899 E (V vs. SHE) −0.919 −0.919 −0.919 −0.919 −0.91−9 0.859 −0.859 −0.859 −0.859 −0.859 ΔEp (mV) 1 2 3 4 C WE Epc (V vs. SHE) Cu 58 58 64 59 Ag Cu AgC EMIM TFSI Ag −0.949 0 −0.919 58 58 64 Entry 13 14 15 16 17 18 19 20 21 22 23 24 however it is possible to calculate the E0 and0 the value of the kinetic constant associated to the chemical however it is possible to calculate the E and the value of the kinetic constant associated to the reaction(k~2·104s−1)byin4cr−1easingthescanrate(Scheme3). chemicalreaction(k2·10 s )byincreasingthescanrate(Scheme3). Cu 64 60 C Cu Ag 59 64 60 58 64 64 58 58 60 60 70 62 Cu C −0.889 −0.859 Ag CuAg −0.859 −0.8−590.859 −0.8−590.859 −0.829 −0.82−9 0.819 −0.81−9 0.829 58 CCu C −0.859 −0.829 Ag −0.889 −0.889 −0.829 −0.829 Ag −0.919 −0.919 −0.839 −0.839 70 62 Cu −0.929 −0.929 −0.869 −0.869 C A closer look in CVs shows that of 4-iodonitrobenzene has irreversible wave at low scan rate, C A closer look in CVs shows that of 4-iodonitrobenzene has irreversible wave at low scan rate, Scheme3.. Electron transfer followedbycompoundss11--44.. The cyclic voltammogram of 4 also shows a second monoelectronic reversible wave following The cyclic voltammogram of 4 also shows a second monoelectronic reversible wave following the first irreversible one. To check the nature of the product obtained after this first electron transfer, the first irreversible one. To check the nature of the product obtained after this first electron transfer, aaccoonntrtroollppootteenttiiaallellecttrollysis of 4 was performed,, beiingniittrrobeenzzeennee(5(5))ththeeoonnlylypprorodduuctcot botbatianiende.d. CCoonnssidideerirninggcycyliclivcoltvaomltmametmryetarnydcaonndtroclopnotrtoelntipaolteelnectitarollyesliescetrxoplyersimseenxtpseurnimdernitnserutnatdmerospinheerrte, itaitsmpoosspshibelre,toitcoinsclupdosestihbalet 4t-oiodconictlruodbentzheante f4o-lilodwosniatnroeblenctzreonetrfaonlslofewrsmeacnhaenleiscmtro(nE) ftorallnoswfeerd ·- bmy eacchaenmisimcal(rEe)acfotilolonw(Ced). Hbyenacec,hienmaificarlstrelaecttironch(eCm).icHaelnstcep, i(nE)athfeirrsatdeilceacltraoncihonem, 4ic,awl satsepge(nEe)rathted, ·- wrhadicihcaelvaonlivoens,t4o,cwleasvaggeeneCr-aItebdo,nwd,hoicbhtaeivnoinlvgensitorocbleanvzaegneCra-dIibcoanldw,hoibcthaipnriondguncietsronbietrnozbeenezreandeicaanld iowdhinicehwpirtohdaunceEsCnimtreocbheannziesnme (aSncdheiomdein4e).with an EC mechanism (Scheme 4).PDF Image | Electrochemical Tuning of CO2 Reactivity in Ionic Liquids
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