Electrochemical Series of Photocatalysts and Common Organic

Transcription

Electrochemical Series of Photocatalysts and Common Organic
Electrochemical Series of Photocatalysts and Common Organic Compounds
Excited State Oxidations
N
N
N
BF4-
2+
2+
Ru
N
O
N
N
N
N
N
N
N
N
N
2+
N
N
N
N
2+
Ru
N
O
N
Br
CO2H
N
N
2+
Ru
N
N
N
N
N
N
Me
Me
N
N
N
N
Me ClO 4
HO
O
N
O
N
2+
Ru
N
N
F
F
2+
Ru
1+
2+
N
N
F
N
N
N
3+
Ir
F
N
2+
N
Me
N
O
Br
1+
F
F
2+
Br
HO
N
N
N
Br
Reduced State Reductions
E* (V vs SCE))
N
CO2H
N
N
N
N
N
N
N
3+
N
Ir
3+
N
tBu
N
Ir
N
N
tBu
Ru(bpz)32+ = Ru(II)
Triphenylpyrylium
Ru(II)*/Ru(I) = 1.45V
Et (S*/S ) 2.3V (T1)
Eo (S/S ) -0.35 V
Ru(II)*/Ru(III) = -0.26V
Ru(II)/Ru(I) = -0.80V
lmax 417 nm
Ru(III)/Ru(II) = 1.86V
lmax 443 nm
Ru(bpy)32+ = Ru(II)
Ru(II)*/Ru(I) = 0.77V
Ru(II)*/Ru(III) = -0.81V
Ru(II)/Ru(I) = -1.33V
Ru(III)/Ru(II) = 1.29V
lmax 452 nm
Eosin Y
Et (S*/S ) 0.79V
Eo (S/S ) -1.06V
lmax
539 nm
f ac-Ir(dF-ppy)33+ = Ir(III)
Ir(III)/Ir(II) = -2.11V
Ir(IV)/Ir(III) = 1.18V
Mes-Acr+
Ru(bpm)32+ = Ru(II)
Ru(II)*/Ru(I) = 0.99V
Ru(II)*/Ru(III) = -0.21V
Ru(II)/Ru(I) = -0.91V
Ru(III)/Ru(II) = 1.69V
lmax 454 nm
Et (S*/S ) 2.06V
Eo (S/S ) -0.57V
lmax 347 nm
lmax 430 nm
Ru(phen)32+ = Ru(II)
Ru(II)*/Ru(I) = 0.82V
Ru(II)*/Ru(III) = -0.87V
Ru(II)/Ru(I) = -1.36V
Ru(III)/Ru(II) = 1.26V
Fluorescein
Et (S*/S ) 0.78V
Eo (S/S ) -1.27V
lmax
528 nm
OMe
S
2.15V
Me
Me
1.81V
Me
+2.0
+2.5
1.76V
Me
S
lmax 422 nm
Ph
1.63V
Et3N
0.96
O
+1.5
Me
Ph
O
F3C S Cl
O
-0.18V
NH2
0.98V
1.21V
+1.0
+0.5
0
-1.16V
O2N
O
O
-0.5
0
O
Ph
OH
-2.24V
Ph
H
-1.93V
-1.0
-1.5
-2.0
-2.5
Br
-
Me
O
1.24V
1.60V
Ph
Me
-2.14V
N
-2.08V
O
-0.83V
-0.45V
O
N
N3
H
N
f ac-Ir(ppy)33+ = Ir(III)
Ir(III)*/Ir(II) = 0.31V
Ir(III)*/Ir(IV) = -1.73V
Ir(III)/Ir(II) = -2.19V
Ir(IV)/Ir(III) = 0.77V
lmax 375 nm
Ir(ppy)2(dtbpy)3+ = Ir(III)
Ir(III)*/Ir(II) = 0.66V
Ir(III)*/Ir(IV) = -0.96V
Ir(III)/Ir(II) = -1.51V
Ir(IV)/Ir(III) = 1.21V
lmax 380 nm
I
Me
2.28V
Ru(bpm)32+ = Ru(II)
Ru(II)*/Ru(I) = 0.99V
Ru(II)*/Ru(III) = -0.21V
Ru(II)/Ru(I) = -0.91V
Ru(III)/Ru(II) = 1.69V
lmax 454 nm
O
2.30V
O
Br
Ph
O
-0.85V
CF3I
O
N
Ph
Br
-1.71V
-1.22V
-1.76V
-2.30V
Cl
I
O
-2.33V
-0.49V
-2.09V
Me
F
F
Me
Me
N
F3C
3+
1+
2+
Ru
F
N
N
tBu
HO
N
N
N
N
Me ClO 4
2+
N
Ir
O
O
N
N
CO2H
N
N
Mes-Acr+
lmax 430 nm
3+
N
N
tBu
3+
Ir
Ir
N
N
N
N
N
Fluorescein
Ru(phen)32+ = Ru(II)
Ru(II)*/Ru(I) = 0.82V
Ru(II)*/Ru(III) = -0.87V
Ru(II)/Ru(I) = -1.36V
Ru(III)/Ru(II) = 1.26V
Ir(ppy)2(dtbpy)3+ = Ir(III)
Ir(III)*/Ir(II) = 0.66V
Ir(III)*/Ir(IV) = -0.96V
Ir(III)/Ir(II) = -1.51V
Ir(IV)/Ir(III) = 1.21V
lmax 380 nm
Et (S*/S ) 0.78V
Eo (S/S ) -1.27V
lmax
528 nm
lmax 422 nm
S2O 8
persulfate = 1.85V (2e-)
SO4
persulfate= 2.36V
Br
MnO4
permanganate = 1.43V (4e )
H2O2
hydrogen peroxide = 1.45V (2e-)
HOCl
Hypochlorite = 1.39V
Br
O O
oxygen = 0.99V (4e )
(NH4)2[Ce(NO3)6]
CAN = 0.96V
Br
TBPA = 1.05V
Br
N
N
Ag
silver(I) = 0.6V
N
Br
CO2H
N
F
N
O
O
HO
N
2+
Ru
N
F3C
N
N
N
N
tBu
1+
N
3+
N
Ir
F
1+
F
F
CF3
3+
N
Ir
F
N
F
N
F
F
F
tBu
f ac-Ir(ppy)33+ = Ir(III)
Ir(III)*/Ir(II) = 0.31V
Ir(III)*/Ir(IV) = -1.73V
Ir(III)/Ir(II) = -2.19V
Ir(IV)/Ir(III) = 0.77V
lmax 375 nm
Ru(bpz)32+ = Ru(II)
Ru(II)*/Ru(I) = 1.45V
Ru(II)*/Ru(III) = -0.26V
Ru(II)/Ru(I) = -0.80V
Ru(III)/Ru(II) = 1.86V
Triphenylpyrylium
Et (S*/S ) 2.3V (T1)
Eo (S/S ) -0.35 V
lmax 417 nm
Eosin Y
Et (S*/S ) 0.79V
Eo (S/S ) -1.06V
lmax
539 nm
CN
Cl
CN
O
HO
Ir(dF-CF3-ppy)2(dtbpy)3+ = Ir(III)
Ir(III)*/Ir(II) = 1.21V
Ir(III)*/Ir(IV) = -0.89V
Ir(III)/Ir(II) = -1.37V
Ir(IV)/Ir(III) = 1.69V
lmax 452 nm
f ac-Ir(dF-ppy)33+ = Ir(III)
Ir(III)/Ir(II) = -2.11V
Ir(IV)/Ir(III) = 1.18V
lmax 347 nm
lmax 380 nm
Common Reducing Agents
HO
H
O
Cl
Ru(bpy)32+ = Ru(II)
Ru(II)*/Ru(I) = 0.77V
Ru(II)*/Ru(III) = -0.81V
Ru(II)/Ru(I) = -1.33V
Ru(III)/Ru(II) = 1.29V
lmax 443 nm
E* (V vs SCE))
-
N
N
N
F
2+
Br
Br
N
tBu
Ir(dF-CF3-ppy)2(dtbpy)3+ = Ir(III)
Ir(III)*/Ir(II) = 1.21V
Ir(III)*/Ir(IV) = -0.89V
Ir(III)/Ir(II) = -1.37V
Ir(IV)/Ir(III) = 1.69V
lmax 380 nm
2+
Ru
N
2+
N
N
O
Common Oxidizing Agents
F F
Fluorine = 2.62V (2e-)
N
BF4-
F
tBu
Et (S*/S ) 2.06V
Eo (S/S ) -0.57V
N
1+
CF3
OH
O
O
S2O42dithionite = -0.77V
OH
ascorbic acid = -0.19V (2e-)
Magnesiumo = -2.62V (2e-)
Sm(II)I2 = -1.65V (2e-)
Irono = -0.65V (2e-)
Zinco = -1.00V (2e-)
Sodiumo = -2.95V
Lithiumo = -3.28V
DDQ = 0.53V
Copper(II)= 0.28V (1e-)
compiled by D. DiRocco 2014

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