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Issue 6, 2015
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Synthesis and specific fluoride binding properties of expanded dithiacalixphyrins

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Abstract

Expanded dithiacalixphyrins with the N2S2 core containing two sp3 and three sp2meso-carbons have been prepared by condensation of one equivalent of butene-2,3-diyl-bisthiophene-2,5-diyl-bis(p-methoxyphenylmethanol) with one equivalent of 5,5′-dialkyldipyrromethane under mild acid catalyzed conditions in decent yields. The expanded dithiacalixphyrins were characterized by HR-MS, 1D and 2D NMR techniques and the structure of one of the expanded dithiacalixphyrin macrocycles was solved by X-ray crystallography. The crystal structure analysis indicated that the macrocycle is highly distorted and attains a boat shaped structure. The expanded thiacalixphyrins showed a specific sensing ability for F ions over other anions as judged from absorption, NMR and mass spectral studies.

Graphical abstract: Synthesis and specific fluoride binding properties of expanded dithiacalixphyrins

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Supplementary files

Article information


Submitted
18 Oct 2014
Accepted
14 Nov 2014
First published
19 Nov 2014

Dalton Trans., 2015,44, 2763-2770
Article type
Paper

Synthesis and specific fluoride binding properties of expanded dithiacalixphyrins

E. Ganapathi, T. Chatterjee and M. Ravikanth, Dalton Trans., 2015, 44, 2763
DOI: 10.1039/C4DT03215B

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