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A Novel Series Colorimetric and Off–On Fluorescent Chemosensors for Fe3+ Based on Rhodamine B Derivative

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Abstract

A novel series colorimetric and off–on fluorescent chemosensors (2a, 2b, 2c) were designed and synthesized, which showed reversible and highly selective and sensitive recognition toward Fe3+ over other examined metal ions. Upon addition of Fe3+, sensors (2a, 2b) exhibit remarkably and 2c exhibits moderate enhanced absorbance intensity and color change from colorless to pink in CH3OH–H2O(1:1, v/v). The three compounds (2a, 2b, 2c) may therefore be applicable as rhodamine-based turn-on type fluorescent chemosensors.

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Acknowledgments

This work was financially supported by the National Science Foundation of China (Nos. 20972143 and 20972130) and Program for New Century Excellent Talents in University (NCET-11-0950).

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Authors and Affiliations

  1. Phosphorus Chemical Engineering Research Center of Henan Province, Key Laboratory of Chemical Biology, Zhengzhou University, Zhengzhou, China

    Di Zhang, Ruyi Zou, Min Wang, Meimei Chai, Xubin Wang, Yong Ye & Yufen Zhao

  2. Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, China

    Yufen Zhao

  3. Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing, China

    Yong Ye & Yufen Zhao

Authors
  1. Di Zhang
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  2. Ruyi Zou
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  3. Min Wang
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  4. Meimei Chai
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  5. Xubin Wang
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  6. Yong Ye
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  7. Yufen Zhao
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Corresponding authors

Correspondence to Yong Ye or Yufen Zhao.

Electronic Supplementary Material

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Fig. S1

1H NMR spectrum of 2a in CDCl3. (DOC 317 kb)

Fig. S2

13C NMR spectrum of 2a in CDCl3. (DOC 339 kb)

Fig. S3

ESI-Mass spectrum of 2a. (DOC 67 kb)

Fig. S4

1H NMR spectrum of 2b in CDCl3. (DOC 838 kb)

Fig. S5

13C NMR spectrum of 2b in CDCl3. (DOC 444 kb)

Fig. S6

ESI-Mass spectrum of 2b. (DOC 75 kb)

Fig. S7

1H NMR spectrum of 2c in CDCl3. (DOC 328 kb)

Fig. S8

13C NMR spectrum of 2c in CDCl3. (DOC 360 kb)

Fig. S9

ESI-Mass spectrum of 2c. (DOC 71 kb)

Fig. S10

UV–vis spectrum of 2a (10 μM) in CH3OH–H2O(1:1, v/v) with different metal ions (500 μM). Insert shows the photo of sensor 2a with different metal ions. (DOC 51 kb)

Fig. S11

UV–vis spectrum of 2c (10 μM) in CH3OH–H2O(1:1, v/v) with different metal ions (500 μM). Insert shows the photo of sensor 2c with different metal ions. (DOC 55 kb)

Fig. S12

ESI mass spectra (positive) of 2a in the presence of FeCl3 (5 equiv), indicating the formation of a 1:1 metal-ligand complex. (DOC 48 kb)

Fig. S13

ESI mass spectra (positive) of 2c in the presence of FeCl3 (5 equiv), indicating the formation of a 1:1 metal-ligand complex. (DOC 49 kb)

Fig. S14

Fluorescence spectra (λex = 565 nm) of 2a (10 μM) in CH3OH–H2O(1:1, v/v) with the presence of 10 equivalents of various species Inset: color change of 2a in the visible region. (DOC 819 kb)

Fig. S15

Fluorescence intensity (at 580 nm) of 2a (10 μM) upon the addition of 10 μM Fe3+ in the presence of 10 μM background metal ions in CH3OH–H2O (1:1, v/v). (λex = 565 nm). (DOC 1081 kb)

Fig. S16

Fluorescence intensity (580 nm) of free sensor 2a (10 μM) and in the presence of 10 equiv. Fe3+ in CH3OH/Tris–HCl buffer (1:1, v/v) solutions with different pH conditions. (DOC 746 kb)

Fig. S17

Fluorescence intensity of 2a (10 μM) to Fe3+ in CH3OH –H2O(1:1, v/v), (λex = 565 nm). (DOC 1074 kb)

Fig. S18

Fluorescence spectra (λex = 565 nm) of 2c (10 μM) in CH3OH– H2O(1:1, v/v) with the presence of 10 equivalents of various species Inset: color change of 2c in the visible region. (DOC 965 kb)

Fig. S19

Fluorescence intensity (at 580 nm) of 2c (10 μM) upon the addition of 10 μM Fe3+ in the presence of 10 μM background metal ions in CH3OH–H2O (1:1, v/v). (λex = 565 nm) (DOC 1123 kb)

Fig. S20

Fluorescence intensity (580 nm) of free sensor 2c (10 μM) and in the presence of 10 equiv. Fe3+ in CH3OH/Tris–HCl buffer (1:1, v/v) solutions with different pH conditions. (DOC 730 kb)

Fig. S21

Fluorescence intensity of 2c (10 μM) to Fe3+ in CH3OH –H2O(1:1, v/v), (λex = 565 nm). (DOC 1053 kb)

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Zhang, D., Zou, R., Wang, M. et al. A Novel Series Colorimetric and Off–On Fluorescent Chemosensors for Fe3+ Based on Rhodamine B Derivative. J Fluoresc 23, 13–19 (2013). https://doi.org/10.1007/s10895-012-1118-1

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  • DOI: https://doi.org/10.1007/s10895-012-1118-1

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