Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole...

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Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu Mohan Das* Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, INDIA; Fax +91-44-22352494; E-mail: [email protected]. NMR Spectras: 1 H NMR spectra of compound 1 Electronic Supplementary Material (ESI) for New Journal of Chemistry This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Transcript of Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole...

Page 1: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

Design and Synthesis of sugar-triazole low molecular weight gels as

merucury ion sensor Arasappan Hemamalini and Thangamuthu Mohan Das*

Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai – 600 025,

INDIA; Fax +91-44-22352494; E-mail: [email protected].

NMR Spectras:

1H NMR spectra of compound 1

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 2: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

13C NMR spectra of compound 1

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 3: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

1H NMR spectra of compound 2a

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 4: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

13C NMR spectra of compound 2a

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 5: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

1H NMR spectra of compound 3a

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 6: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

13C NMR spectra of compound 3a

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 7: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

1H NMR spectra of compound 2b

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 8: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

13C NMR spectra of compound 2b

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 9: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

1H NMR spectra of compound 3b

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 10: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

13C NMR spectra of compound 3b

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 11: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

1H NMR spectra of compound 2c

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 12: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

13C NMR spectra of compound 2c

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 13: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

1H NMR spectra of compound 3c

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 14: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

13C NMR spectra of compound 3c

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 15: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

1H NMR spectra of compound 2d

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 16: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

13C NMR spectra of compound 2d

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 17: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

1H NMR spectra of compound 3d

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 18: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

13C NMR spectra of compound 3d

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

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1H NMR spectra of compound 2e

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

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13C NMR spectra of compound 2e

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

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1H NMR spectra of compound 3e

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 22: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

13C NMR spectra of compound 3e

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

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1H NMR spectra of compound 2f

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 24: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

13C NMR spectra of compound 2f

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 25: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

1H NMR spectra of compound 3f

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

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13C NMR spectra of compound 3f

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

Page 27: Design and Synthesis of sugar-triazole low molecular ... · Design and Synthesis of sugar-triazole low molecular weight gels as merucury ion sensor Arasappan Hemamalini and Thangamuthu

1H-

1H COSY spectra of compound 3f

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

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1H-

13C COSY spectra of compound 3f

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

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DEPT-45 spectra of compound 3f

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

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DEPT-135 spectra of compound 3f

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

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ESI-Mass spectra of compound of compound 3b

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

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ESI-Mass spectra of compound 3c

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

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ESI-Mass spectra of compound 3d

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

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ESI-Mass spectra of compound 3f

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

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Table 2: Gelation ability of compound 3(a-f)

G = Gelator; PG = partial gelator; NG = non-gelator

Cmpd

No Hexane

Hexane+

ethylacetate

Ethyl

acetate

Chloro

form

Chloroform +

methanol Methanol DMSO

DMSO

+water Benzene Toluene

3a NG NG NG NG NG NG NG NG NG NG

3b NG NG NG NG NG NG NG NG NG NG

3c NG G PG NG NG NG NG NG NG NG

3d NG G PG NG NG NG NG NG NG NG

3e NG NG NG NG NG NG NG NG NG NG

3f NG G PG NG NG NG NG NG NG NG

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

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EDAX of compound 3f (before complexation with Hg2+

ion)

Standard :

C CaCO3

N Not defined

O SiO2

Element Weight% Atomic%

C K 36.02 41.18

N K 31.95 31.32

O K 32.03 27.49

Totals 100.00

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

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EDAX of compound 3d

Standard :

C CaCO3

N Not defined

O SiO2

Element Weight% Atomic%

C K 35.54 40.82

N K 29.35 28.91

O K 35.11 30.27

Totals 100.00

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

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EDAX of compound 3c

Standard :

C CaCO3

N Not defined

O SiO2

Element Weight% Atomic%

C K 33.24 38.43

N K 29.35 29.10

O K 37.41 32.47

Totals 100.00

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013

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EDAX of compound 3c (after complexation with Hg2+

ion)

Standard :

C CaCO3

N Not defined

O SiO2

Hg HgTe

Element Weight% Atomic%

C K 13.36 51.94

N K 2.57 8.58

O K 7.41 21.62

Hg M 76.67 17.85

Electronic Supplementary Material (ESI) for New Journal of ChemistryThis journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013