Fluorogenic sensing of CH3CO2− and H2PO4− by ditopic receptor through conformational change

Nisar Ahmed; Vangaru Suresh; Bahareh Shirinfar; Inacrist Geronimo; Amita Bist; In-Chul Hwang; Kwang S. Kim

doi:10.1039/C2OB06994F

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Fluorogenic sensing of CH₃CO₂⁻ and H₂PO₄⁻ by ditopic receptor through conformational change†

Nisar Ahmed,*^a Vangaru Suresh,^a Bahareh Shirinfar,^a Inacrist Geronimo,^a Amita Bist,^a In-Chul Hwang^a and Kwang S. Kim*^a

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* Corresponding authors

^a Center for Superfunctional Materials, Department of Chemistry, Pohang University of Science and Technology, Pohang 790-784, Korea
E-mail: kim@postech.ac.kr, nisar@postech.ac.kr

Abstract

Cyclo-bis-(urea-3,6-dichlorocarbazole) (1) forms a 1 : 2 complex with CH₃CO₂⁻ and H₂PO₄⁻ through hydrogen bonding with the two urea moieties, resulting in fluorescence enhancement via a combined photoinduced electron transfer (PET) and energy transfer mechanism. The binding mechanism involves a conformational change of the two urea receptors to a trans orientation after binding of the first anion, which facilitates the second interaction.

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Article information

DOI: https://doi.org/10.1039/C2OB06994F
Article type: Paper
Submitted: 28 Nov 2011
Accepted: 09 Jan 2012
First published: 01 Feb 2012

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Org. Biomol. Chem., 2012,10, 2094-2100

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Fluorogenic sensing of CH₃CO₂⁻ and H₂PO₄⁻ by ditopic receptor through conformational change

N. Ahmed, V. Suresh, B. Shirinfar, I. Geronimo, A. Bist, I. Hwang and K. S. Kim, Org. Biomol. Chem., 2012, 10, 2094 DOI: 10.1039/C2OB06994F

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Organic & Biomolecular Chemistry