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Supporting Information A quinoline-functionalized amphiphilic fluorogenic probe for specific detection of trivalent cations Shengyang Tao* a , Ying Wei a , Chan Wang b , Zhaoqi Wang a , Pan Fan a , Da Shi a , Baojun Ding a and Jieshan Qiu c Scheme 1 Synthetic routes to 1 Electronic Supplementary Material (ESI) for RSC Advances. This journal is © The Royal Society of Chemistry 2014

specific detection of trivalent cations Supporting ... · 12PyBr in CDCl3. Fig. S5 MS spectrum of QC12PyBr. Fig. S6 Adsorption spectra of 1 (10-4 M) in water when titrated with Al3+

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Page 1: specific detection of trivalent cations Supporting ... · 12PyBr in CDCl3. Fig. S5 MS spectrum of QC12PyBr. Fig. S6 Adsorption spectra of 1 (10-4 M) in water when titrated with Al3+

Supporting Information

A quinoline-functionalized amphiphilic fluorogenic probe for

specific detection of trivalent cations

Shengyang Tao* a, Ying Wei a, Chan Wang b, Zhaoqi Wang a, Pan Fan a,

Da Shia, Baojun Dinga and Jieshan Qiuc

Scheme 1 Synthetic routes to 1

Electronic Supplementary Material (ESI) for RSC Advances.This journal is © The Royal Society of Chemistry 2014

Page 2: specific detection of trivalent cations Supporting ... · 12PyBr in CDCl3. Fig. S5 MS spectrum of QC12PyBr. Fig. S6 Adsorption spectra of 1 (10-4 M) in water when titrated with Al3+

1.01.52.02.53.03.54.04.55.05.56.06.57.07.58.08.59.09.5f1 (ppm)

17.8

0

2.08

2.11

1.90

1.97

0.98

3.06

1.01

1.00

Fig. S1 1H NMR spectra of QC12Br in CDCl3.

Page 3: specific detection of trivalent cations Supporting ... · 12PyBr in CDCl3. Fig. S5 MS spectrum of QC12PyBr. Fig. S6 Adsorption spectra of 1 (10-4 M) in water when titrated with Al3+

Fig. S2 MS spectrum of QC12Br.

Page 4: specific detection of trivalent cations Supporting ... · 12PyBr in CDCl3. Fig. S5 MS spectrum of QC12PyBr. Fig. S6 Adsorption spectra of 1 (10-4 M) in water when titrated with Al3+

1.02.03.04.05.06.07.08.09.010.0f1 (ppm)

15.8

7

4.43

2.01

1.94

1.10

2.93

2.90

1.06

1.00

2.04

Fig. S3 1H NMR spectra of QC12PyBr in CDCl3.

Page 5: specific detection of trivalent cations Supporting ... · 12PyBr in CDCl3. Fig. S5 MS spectrum of QC12PyBr. Fig. S6 Adsorption spectra of 1 (10-4 M) in water when titrated with Al3+

253035404550556065707580859095105115125135145155f1 (ppm)

26.0

029

.35

31.9

6

62.1

2

69.0

6

76.8

177

.06

77.3

2

108.

83

119.

3912

1.53

126.

8512

8.43

129.

51

136.

17

140.

1314

2.65

145.

14

149.

07

154.

71

Fig. S4 13C NMR spectra of QC12PyBr in CDCl3.

Page 6: specific detection of trivalent cations Supporting ... · 12PyBr in CDCl3. Fig. S5 MS spectrum of QC12PyBr. Fig. S6 Adsorption spectra of 1 (10-4 M) in water when titrated with Al3+

Fig. S5 MS spectrum of QC12PyBr.

Page 7: specific detection of trivalent cations Supporting ... · 12PyBr in CDCl3. Fig. S5 MS spectrum of QC12PyBr. Fig. S6 Adsorption spectra of 1 (10-4 M) in water when titrated with Al3+

Fig. S6 Adsorption spectra of 1 (10-4 M) in water when titrated with Al3+ (0,

2, 4, 6, 8, 10, 12,14,16,18, 20 μL). Inset: Job's plot of 1 and Al3+ in the same

medium according to the absorbance at 365 nm.

Page 8: specific detection of trivalent cations Supporting ... · 12PyBr in CDCl3. Fig. S5 MS spectrum of QC12PyBr. Fig. S6 Adsorption spectra of 1 (10-4 M) in water when titrated with Al3+

Fig. S7 Adsorption spectra of 1 (10-4 M) in acetonitrile when titrated with

Al3+ (0, 2, 4, 6, 8, 10, 12,14,16,18, 20 μL). Inset: Job's plot of 1 and Al3+ in

the same medium according to the absorbance at 365 nm.

Page 9: specific detection of trivalent cations Supporting ... · 12PyBr in CDCl3. Fig. S5 MS spectrum of QC12PyBr. Fig. S6 Adsorption spectra of 1 (10-4 M) in water when titrated with Al3+

Fig. S8 Fluorescence titration spectra of 1 (10-4 M) upon titration with

Fe3+, Cr3+, Ru3+ and Au3+ (0, 2, 4, 6, 8, 10,12,14,16,18, 20 μL) in ethanol

absolute (excitation is at 365 nm, emission is monitored at 502 nm).

Page 10: specific detection of trivalent cations Supporting ... · 12PyBr in CDCl3. Fig. S5 MS spectrum of QC12PyBr. Fig. S6 Adsorption spectra of 1 (10-4 M) in water when titrated with Al3+

Fig. S9 Fluorescence titration spectra of 1(10-4 M) upon titration with

Al3+, Fe3+, Cr3+, Ru3+ and Au3+ (0, 2, 4, 6, 8,10,12,14,16,18, 20 μL) in

water.

Page 11: specific detection of trivalent cations Supporting ... · 12PyBr in CDCl3. Fig. S5 MS spectrum of QC12PyBr. Fig. S6 Adsorption spectra of 1 (10-4 M) in water when titrated with Al3+

Fig. S10 Fluorescence titration spectra of 1(10-4 M) upon titration with

Al3+, Fe3+, Cr3+, Ru3+ and Au3+ (0, 2, 4, 6, 8,10,12,14,16,18, 20 μL) in

acetonitrile.

Page 12: specific detection of trivalent cations Supporting ... · 12PyBr in CDCl3. Fig. S5 MS spectrum of QC12PyBr. Fig. S6 Adsorption spectra of 1 (10-4 M) in water when titrated with Al3+
Page 13: specific detection of trivalent cations Supporting ... · 12PyBr in CDCl3. Fig. S5 MS spectrum of QC12PyBr. Fig. S6 Adsorption spectra of 1 (10-4 M) in water when titrated with Al3+

Fig. S11 Fluorescence titration spectra of receptor with different guest

cations (0, 2, 4, 6, 8, 10, 12,14,16,18, 20 μL) in ethanol absolute

Page 14: specific detection of trivalent cations Supporting ... · 12PyBr in CDCl3. Fig. S5 MS spectrum of QC12PyBr. Fig. S6 Adsorption spectra of 1 (10-4 M) in water when titrated with Al3+

Fig. S12 Fluorescence titration spectra of receptor with different guest

cations (0, 2, 4, 6, 8, 10, 12,14,16,18, 20 μL) in water