Electrochemistry and reactivity of surface-confined catechol groups derived from diazonium reduction. Bias-assisted Michael addition at the solid|liquid interface. Ngoc Hoa Nguyen†, Frédéric Gohier†, Charles Esnault†, Daniel Bélanger‡. Charles Cougnon†,* Unité de Chimie Organique Moléculaire et Macromoléculaire (UCO2M, UMR CNRS 6011), Université du Maine, Avenue O. Messiaen, F-72085 Le Mans Cedex 9. Département de Chimie, Université du Québec à Montréal, Case Postale 8888, succursale Centre-Ville, Montréal, Québec, Canada H3C 3P8.
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Supporting Information 10 8 6 4
I (µA)
2 0 -2-0.2
0.05
0.3
0.55
0.8
-4 -6 -8 -10 -12
E (V) vs. SCE
Figure S1 (A)
S1
80 60 40
I (µA)
20 0 -0.4 -20
-0.15
0.1
0.35
0.6
0.85
1.1
-40 -60 -80 -100
E (V) vs. SCE
Figure S1 (B) Figure S1 : CV recorded on a catechol-modified GC electrode in phosphate buffer solution at pH 7.08 for different sweep rates: (A) v = 0.005, 0.01, 0.02, 0.05 and 0.1 Vs-1, (B) v = 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.8 and 1 Vs-1.
S2
8
a
6 b
4
I (µA)
2 0 -0.3 -2
-0.05
0.2
0.45
0.7
-4 -6 -8 -10 -12
E (V) vs. SCE
Figure S2 : CVs in phosphate buffer solution pH 9.04 on a catechol-modified GC electrode before, curve a, and after, curve b, further derivatization by potential cycling (20 scans at 0.1 Vs-1) over the - 0.3 to + 0.5 V vs. SCE range in phosphate buffer solution containing 1 mM 2. Sweep rate: 0.1 Vs-1.
S3
Figure S3 : CVs in phosphate buffer solution pH 7.17 on a catechol-modified GC electrode after further derivatization by potential cycling (20 scans at 0.1 Vs-1) over the - 0.2 to + 0.6 V vs. SCE range in phosphate buffer solution containing 5 mM of 4nitrobenzyl alcohol. Sweep rate: 0.1 Vs-1.
S4
Figure S4 : CVs in phosphate buffer solution pH 7.17 on a catechol-modified GC electrode after further derivatization by potential cycling (20 scans at 0.1 Vs-1) over the - 0.2 to + 0.6 V vs. SCE range in phosphate buffer solution containing 5 mM of 4nitrobenzyl amine. Sweep rate: 0.1 Vs-1.
S5