Synthesis, Binding and Fluorescence Studies of Bis-2-amidopyrrole Receptors for Bis-carboxylate Anions

doi:10.3390/s90301534

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Sensors 2009, 9(3), 1534-1540; doi:10.3390/s90301534

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Synthesis, Binding and Fluorescence Studies of Bis-2-amidopyrrole Receptors for Bis-carboxylate Anions

Belén Jiménez¹, Emilio Calle² and Cruz Caballero^1,*

¹ Organic Chemistry Department, Plaza de los Caidos, 1-5, University of Salamanca, E-37008 Salamanca, Spain ² Physical Chemistry Department. Plaza de los Caidos 1-5, University of Salamanca, E-37008 Salamanca, Spain

* Author to whom correspondence should be addressed.

Received: 12 February 2009; in revised form: 27 February 2009 / Accepted: 2 March 2009 / Published: 4 March 2009

(This article belongs to the Section Chemical Sensors)

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Abstract: The ditopic neutral receptors 1 and 2 were synthesized for the recognition and sensing of bis-carboxylates. They are based on pyrrole and amide groups as hydrogen-bond donors to bind the oxoanions of the guests. Among the obtained results, the selectivity for glutarate over succinate is particularly interesting.Compound 1 behaves as a PET fluorescence sensor for glutarate.

Keywords: Molecular recognition; bis-2-amidopyrrole receptors; bis-carboxylate anions; fluorescent sensor; hydrogen bonding

Supplementary Files

Supplementary File 1:
Supplementary Material (PDF, 6127 KB)

1. 1H and 13C-NMR spectra of 1 and 2 (p. 2)
2. HRMS of 1 and 2 (p. 7)
3a. Titration spectra of 1 with dicarboxylates (p. 11)
3b. Titration spectra of 2 with dicarboxylates (p. 17)
4a. Titration curves of 1 (p. 23)
4b. Titration curves of 2 (p. 31)
5. Fluorescence experiments of 1 with glutarate TBA-salt (p. 39)

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Cite This Article

MDPI and ACS Style

Jiménez, B.; Calle, E.; Caballero, C. Synthesis, Binding and Fluorescence Studies of Bis-2-amidopyrrole Receptors for Bis-carboxylate Anions. Sensors 2009, 9, 1534-1540.

AMA Style

Jiménez B., Calle E., Caballero C. Synthesis, Binding and Fluorescence Studies of Bis-2-amidopyrrole Receptors for Bis-carboxylate Anions. Sensors. 2009; 9(3):1534-1540.

Chicago/Turabian Style

Jiménez, Belén; Calle, Emilio; Caballero, Cruz. 2009. "Synthesis, Binding and Fluorescence Studies of Bis-2-amidopyrrole Receptors for Bis-carboxylate Anions." Sensors 9, no. 3: 1534-1540.

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