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1 Supporting Information Autocatalytic Formation of an Iron(IV)-Oxo Complex via Scandium Ion-Promoted Radical Chain Autoxidation of an Iron(II) Complex with Dioxygen and Tetraphenylborate Yusuke Nishida, Yong-Min Lee, Wonwoo Nam,*, and Shunichi Fukuzumi*,, Department of Material and Life Science, Graduate School of Engineering, Osaka University, Suita, Osaka , Japan, Department of Chemistry and Nano Science, Department of Bioinspired Science, Ewha Womans University, Seoul 12-75, Korea S1
2 Figure S1. 1 H NMR spectrum of an O 2 -saturated CD 3 CN solution after the oxidation of [(TMC)Fe II ] 2+ (2. mm) with NaBPh 4 (1. mm) and Sc(OTf) 3 (4. mm) (green triangle: BPh 3, gold circle: Ph Ph, orange diamond: PhOH, sky blue pentagon: Ph 2 BOH). Simulation spectrum of mixture of BPh 3, Ph Ph, and PhOH (12% : 33% : 55%) obtained by combining the authentic spectra of BPh 3, Ph Ph, and PhOH. 1 H NMR spectra of authentic samples are shown in Figure S2. S2
3 A B C B A B A B C D E, F E D F B E D (c) G H J OH G H I H G, I, J (d) K L M K K L L M (e) (f) O P O Q N N N O, P HO Q B OH Q 5.5 Figure S2. 1 H NMR spectra of authentic compounds [ NaBPh 4 (5. mm), BPh 3 (5. mm), (c) PhOH (5. mm), (d) Ph Ph (5. mm), (e) Ph H (5. mm), and (f) PhB(OH) 2 (5. mm)] in CD 3 CN. 1 H NMR spectrum of BPh 3 shows a little amount of impurity such as PhOH and Ph Ph. S3
4 Intensity OH Time, min Figure S3. GC chart of reaction mixture obtained by the reaction of [(TMC)Fe II ] 2+ (2. mm) with NaBPh 4 (1. mm) and Sc(OTf) 3 (4. mm) in O 2 -saturated MeCN at 298 K. S4
5 .2 Abs at 82 nm Time, s Figure S4. Time profiles of the absorbance at 82 nm in the reactions of [(TMC)Fe II ] 2+ (.5 mm) with NaBPh 4 (1. mm) and Sc(OTf) 3 (1. mm) in the absence and presence of a catalytic amount of tetramethyl-p-benzoquinone (blue: M, green: 2. µm, orange: 1 µm, red: 5 µm) in O 2 -saturated MeCN at 298 K. S5
6 Abs at 82 nm d[fe IV (O)]/dt, M s Time, s [BPh 4 ], mm Figure S5. Time profiles of the absorbance at 82 nm in the reactions of [(TMC)Fe II ] 2+ (.1 mm) with Sc(OTf) 3 (1. mm) and NaBPh 4 (blue:.1 mm, green:.25 mm, orange:.5 mm, red: 1. mm) in O 2 -saturated MeCN at 298 K. Plot of the steady-state rate of formation of [(TMC)Fe IV (O)] 2+ vs concentration of NaBPh 4. S6
7 Abs at 82 nm d[fe IV (O)]/dt, M s Time, s [Sc 3+ ], mm Figure S6. Time profiles of the absorbance at 82 nm in the reactions of [(TMC)Fe II ] 2+ (.1 mm) with NaBPh 4 (1. mm) and Sc(OTf) 3 (blue:.1 mm, green:.25 mm, orange:.5 mm) in O 2 -saturated MeCN at 298 K. Plot of the steady-state rate of formation of [(TMC)Fe IV (O)] 2+ vs concentration of Sc(OTf) 3. S7
8 .2 4 Abs at 82 nm d[fe IV (O)]/dt, M s Time, s [O 2 ], mm Figure S7. Time profiles of the absorbance at 82 nm in the reactions of [(TMC)Fe II ] 2+ (.5 mm) with NaBPh 4 (1. mm) and Sc(OTf) 3 (1. mm) in the presence of various concentrations of O 2 (blue: 3.3 mm, green: mm, orange: 13 mm) in MeCN at 298 K. Plot of the steady-state rate of formation of [(TMC)Fe IV (O)] 2+ vs concentration of O 2. S8
9 Figure S8. 1 H NMR spectrum of resulting solution obtained in the reaction of NaBPh 4 (2. mm) with O 2 in the presence of Sc(OTf) 3 (4. mm) to produce BPh 3 (.18 mm), PhOH ( mm), Ph Ph (.86 mm), BPh 2 OH (.42 mm), and Ph H (.19 mm) in O 2 -saturated CD 3 CN at 298 K (green triangle: BPh 3, gold circle: Ph Ph, orange diamond: PhOH, sky blue pentagon: Ph 2 BOH, purple inverted triangle: Ph H). Simulation spectrum of mixture of BPh 3, Ph Ph, PhOH, and Ph H (7% : 31% : 55% : 7%) obtained by combining the authentic spectra of BPh 3, Ph Ph, PhOH, and Ph H. S9
10 (c) (d) 2. (e) 2. (f) (g) Figure S9. Spectral changes due to I 3 formation upon addition of 1 µl of reacting O 2 -saturated MeCN solution of NaBPh 4 (2. mm) and Sc(OTf) 3 (4. mm) to 2. ml of NaI-saturated MeCN solution -5. min (black: blank, blue: 1. min, sky blue: 1.3 min, green: 1.7 min, purple: 2.2 min, orange: 3. min, red: 5. min) 1-2 min (black: blank, blue: 1 min, green: 15 min, red: 2 min) (c) 4 min (d) 6 min (e) 12 min (f) 24 min (g) 36 min. As for the measurements at 4-36 min ((c)-(g)), average values of three measurements (black: blank, blue: 1st measurement, green: 2nd measurement, red: 3rd measurement) were employed. S1
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