New Journal of Chemistry. Electronic Supplementary Information
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1 New Journal of Chemistry Electronic Supplementary Information A versatile approach to functionalisation of [60]fullerene using 3-trifluoromethyl-3-phenyldiazirine derivatives as photolabelling reagents Michio Yamada, a, * Kenji arada, a Yutaka Maeda, a and Tadashi asegawa a, * Department of Chemistry, Tokyo Gakugei University, Koganei, Tokyo , Japan Table of Contents Page Scheme (ESI) ESI 1 NMR data (ESI) ESI 2 Absorption data (ESI) ESI 9 MALDI-TF mass data (ESI) ESI 10 CV and DPV data (ESI) ESI 11 N N S Su, EDC Cl, DMF, r.t. 98% N N N S D-Biotin Biotin NS ester ethylenediamine, DIPEA, DMF, r.t. quant. 2 N N N N S Biotin-N 2 Scheme 1 (ESI). Three-step synthesis of Biotin-N 2 form D-Biotin. ESI1
2 Figure 1 (ESI). 1 NMR spectrum (400 Mz, CDCl 3 ) of 1c. Figure 2 (ESI). 13 C NMR spectrum (100 Mz, CDCl 3 ) of 1c. Figure 3 (ESI). 19 F NMR spectrum (376 Mz, CDCl 3 ) of 1c. ESI2
3 Figure 4 (ESI). 1 NMR spectrum (400 Mz, CDCl 3 ) of 1d. Figure 5 (ESI). 13 C NMR spectrum (100 Mz, CDCl 3 ) of 1d. Figure 6 (ESI). 19 F NMR spectrum (376 Mz, CDCl 3 ) of 1d. ESI3
4 Figure 7 (ESI). 1 NMR spectrum (400 Mz, DMS d 6 ) of 1e. Figure 8 (ESI). 13 C NMR spectrum (100 Mz, DMS d 6 ) of 1e. Figure 9 (ESI). 19 F NMR spectrum (376 Mz, DMS d 6 ) of 1e. ESI4
5 Figure 10 (ESI). 1 NMR spectrum (400 Mz, CDCl 3 ) of 2b. Figure 11 (ESI). 13 C NMR spectrum (100 Mz, CDCl 3 ) of 2b. Figure 12 (ESI). 19 F NMR spectrum (376 Mz, CDCl 3 ) of 2b. ESI5
6 Figure 13 (ESI). 1 NMR spectrum (400 Mz, CDCl 3 ) of 2c. Figure 14 (ESI). 13 C NMR spectrum (100 Mz, CDCl 3 ) of 2c. Figure 15 (ESI). 19 F NMR spectrum (376 Mz, CDCl 3 ) of 2c. ESI6
7 Figure 16 (ESI). 1 NMR spectrum (400 Mz, CDCl 3 ) of 2d. Figure 17 (ESI). 13 C NMR spectrum (100 Mz, CDCl 3 ) of 2d. Figure 18 (ESI). 19 F NMR spectrum (376 Mz, CDCl 3 ) of 2d. ESI7
8 Figure 19 (ESI). 1 NMR spectrum (400 Mz, DMS d 6 ) of 2e. Figure 20 (ESI). 13 C NMR spectrum (100 Mz, DMS d 6 ) of 2e. Figure 21 (ESI). 19 F NMR spectrum (376 Mz, DMS d 6 ) of 2e. ESI8
9 Figure 22 (ESI). Absorption spectra of 1c (black line, in C 2 Cl 2 ), 1d (blue line, in C 2 Cl 2 ), and 1e (red line, in Me). Figure 23 (ESI). Absorption spectra of 2b (green line), 2c (black line), and 2d (blue line) in C 2 Cl 2. Figure 24 (ESI). Absorption spectrum of 2e in DMS. ESI9
10 Figure 25 (ESI). Negative-mode MALDI-TF mass spectrum of 2b. Figure 26 (ESI). Negative-mode MALDI-TF mass spectrum of 2c. Figure 27 (ESI). Negative-mode MALDI-TF mass spectrum of 2d. ESI10
11 Figure 28 (ESI). Negative-mode MALDI-TF mass spectrum of 2e. Figure 29 (ESI). CV and DPV curves of 2b. ESI11
12 Figure 30 (ESI). CV and DPV curves of 2c. Figure 31 (ESI). CV and DPV curves of 2d. ESI12
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