Supporting Information. Highly Selective and Reversible Chemosensor for Pd 2+ Detected by Fluorescence, Colorimetry and Test Paper.
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1 Supporting Information Highly Selective and Reversible Chemosensor for Pd 2+ Detected by Fluorescence, Colorimetry and Test Paper Mian Wang, Xiaomei Liu, Huizhe Lu, Hongmei Wang* and Zhaohai Qin* Department of Chemistry, China Agricultural University, Beijing , People s Republic of China. Corresponding author. Tel: ; Fax: ; whmd@cau.edu.cn and qinzhaohai@263.net Table of Contents Page 1 Contents Page 2 Figure S1. Changes in fluorescence intensity at 578nm of RBS (5.0 μm) in 80:20 (v/v) MeCN-H 2 O solution in response to the presence of Pd 2+ (0.0 to 2.5 equiv.). Figure S2. Fluorescence intensity of RBS (10.0 μm) at 578 nm in 80:20 (v/v) MeCN-H 2 O solution and further addition of 1.0 equiv. of Pd 2+ in different ph. Figure S3. UV-Vis absorption spectra of RBS (10.0 μm) in 40:60 (v/v) EtOH-H 2 O solution after addition of various cations. Page 3 Figure S4. Color changes of RBS (10.0 μm) in 40:60 (v/v) EtOH-H 2 O solution after addition of various cations and those after further addition of 2.0 equiv. of Pd 2+ (expect Pd 2+ ). Page 4 Page 5 Figure S5. Absorption of RBS (10.0 μm) at 550 nm in 40:60 (v/v) EtOH-H 2 O solution and further addition of 2.0 equiv. of Pd 2+ in different ph. Figure S6. Changes in absorption at 550 nm of RBS (5.0 μm) in 40:60 (v/v) EtOH-H 2 O solution in response to the presence of Pd 2+ (0.0 to 2.5 equiv.). Figure S7. Job s plot of RBS with Pd 2+ obtained by UV-Vis measurements. Figure S8. The proposed mechanism of CN - closing the ring of RBS. Figure S9. Optimized structures of RBS and RBO. Figure S10. Mulliken atomic charge distribution on the RBS and RBO. Page 5-8 Figure S11. RBS, RBO and RBS-Pd H NMR and 13 C NMR spectra of RBS and RBO, HRMS spectra of 1 / 8
2 Figure S1. Changes in fluorescence intensity at 578nm of RBS (5.0 μm) in solution in response to the presence of Pd 2+ (0.0 to 2.5 equiv.), λ ex = 530 nm. 80:20 (v/v) MeCN-H 2 O Figure S2. Fluorescence intensity of RBS ( 10.0 μm) at 578 nm in 80:20 (v/v) MeCN-H 2 O solution ( ) and further addition of 1.0 equiv. of Pd 2+ ( ) in different ph ( ph value of the solution was adjusted by HClO 4 or NaOH ). λ ex = 530 nm. Figure S3. UV-Vis absorption spectra of RBS (10.0 μm) in 40:60 (v/v) EtOH-H 2 O solution after addition of various cations. 5.0 equiv. of Ag +, Au 3+, Ba 2+, Ca 2+, Cd 2+, Co 2+,Cr 3+, Cu 2+, Fe 2+, Fe 3+, Hg 2+, K +, Li +, Mg 2+, Mn 2+, Na +, Ni 2+, Pb 2+, Pt 2+, Rh 3+, Zn 2+, Zr 4+ and 2.0 equiv. of Pd 2+ ; a mixture of 2.0 equiv. of Cu 2+, Fe 3+, Hg 2+, Pb 2+ and Zn 2+ ; a mixture of 1.0 equiv. of Au 3+, Pt 2+ and Rh 3+. Hg 2+, Fe 3+ and the mixture of Cu 2+, Fe 3+, Hg 2+, Pb 2+ and Zn 2+ had a slight effect on the absorption spectra, but did not lead to a serious interference. 2 / 8
3 - Figure S4. Color changes of RBS (10.0 μm) in 40:60 (v/v) EtOH-H 2 O solution after addition of various cations and those after further addition of 2.0 equiv. of Pd 2+ (expect Pd 2+ ). The amount of each of the cations including Ag +, Au 3+, Ba 2+, Ca 2+, Cd 2+, Co 2+,Cr 3+, Cu 2+, Fe 2+, Fe 3+, Hg 2+, K +, Li +, Mg 2+, Mn 2+, Na +, Ni 2+, Pb 2+, Pt 2+, Rh 3+, Zn 2+ and Zr 4+ was 5.0 equiv. 24, a mixture of 2.0 equiv. of Cu 2+, Fe 3+, Hg 2+, Pb 2+ and Zn 2+ ; 25, a mixture of 2.0 equiv. of Au 3+, Pt 2+ and Rh 3+. Figure S5. Absorption of RBS ( 10.0 μm) at 550 nm in 40:60 (v/v) EtOH-H 2 O solution ( ) and further addition of 2.0 equiv. of Pd 2+ ( ) in different ph ( ph was adjusted by HClO 4 or NaOH ). Figure S6. Changes in absorption at 550 nm of RBS (5.0 μm) in 40:60 (v/v) EtOH-H 2 O solution in response to the presence of Pd 2+ (0.0 to 2.5 equiv.). 3 / 8
4 Figure S7. Job s plot of RBS with Pd 2+ obtained by UV-Vis measurements (λ = 550 nm). The total concentration of RBS and Pd 2+ is 2.5 µm. Figure S8. The proposed mechanism of CN - closing the ring of RBS. 4 / 8
5 Figure S9.Optimized structures of RBS (a) and RBO (b) with heavy atoms dealing with hartree fock ab initio calculation method based on 3-21G** basis set using Gaussian03 program. The local difference between RBS (c) and RBO (d) was compared. Although the whole conformation of RBS was similar with RBO, the orientation of aromatic six-ring connected with S atom (in RBS) was changed compared with O atom (in RBO). The dihedral angle between S-C-N-O (in RBS) was degree while that of O-C-N-O (in RBO) was 108 degree. The distance between S and O (in RBS) was angstrom while that between O and O (in RBO) was angstrom. Figure S10. The Mulliken atomic charge distribution on the RBS (a) and RBO (b). The sulfur atom charge in RBS (a) was while the oxygen atom charge in RBO (b) was a 5 / 8
6 b c 6 / 8
7 d e f 7 / 8
8 g h Figure S11. 1 H NMR and 13 C NMR spectra of RBS (a, b) and RBO (c,d), HRMS spectra of RBS (e), RBO (f) and RBS-Pd 2+ (g, h). 8 / 8
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