Chlorophyll tailored 20-trifluoroacetamide and its azacrown derivative as pH sensitive colorimetric sensor probe with response to AcO−, F− and CN− ions

Vladimir Iashin; Tatyana V. Koso; Kati Stranius; Mikko Muuronen; Sami Heikkinen; Jari Kavakka; Nikolai V. Tkachenko; Juho Helaja

doi:10.1039/C3RA41741G

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Chlorophyll tailored 20-trifluoroacetamide and its azacrown derivative as pH sensitive colorimetric sensor probe with response to AcO⁻, F⁻ and CN⁻ ions†

Vladimir Iashin,^a Tatyana V. Koso,^a Kati Stranius,^b Mikko Muuronen,^a Sami Heikkinen,^a Jari Kavakka,^a Nikolai V. Tkachenko^b and Juho Helaja*^a

Author affiliations

* Corresponding authors

^a Laboratory of Organic Chemistry, Department of Chemistry, University of Helsinki, A.I. Virtasen aukio 1, P.O. Box 55, FIN-00014, Finland
E-mail: juho.helaja@helsinki.fi
Fax: +358919150466
Tel: +358919150369

^b Institute of Materials Chemistry, Tampere University of Technology, P. O. Box 541, 33101 Tampere, Finland
E-mail: nikolai.tkachenko@tut.fi

Abstract

Chlorophyll derivatives were functionalized with a trifluoroamide (TFA) group to obtain colorimetric ion sensors. Prior to this, a NO₂BF₄*pyridine based, chlorin nitration method was developed. The base strength dependent sensing of AcO⁻, F⁻ and CN⁻ ions was detected in aqueous media, which was enhanced in nonprotic solvents by an integration of the ditopic chelation capable amine crown-6 moiety.

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Article information

DOI: https://doi.org/10.1039/C3RA41741G
Article type: Communication
Submitted: 02 Apr 2013
Accepted: 16 May 2013
First published: 17 May 2013
This article is Open Access

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RSC Adv., 2013,3, 11485-11488

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Chlorophyll tailored 20-trifluoroacetamide and its azacrown derivative as pH sensitive colorimetric sensor probe with response to AcO⁻, F⁻ and CN⁻ ions

V. Iashin, T. V. Koso, K. Stranius, M. Muuronen, S. Heikkinen, J. Kavakka, N. V. Tkachenko and J. Helaja, RSC Adv., 2013, 3, 11485 DOI: 10.1039/C3RA41741G

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