Isolation and structure of a hydrogen-bonded 2,2′:6′,2′′-terpyridin-4′-one acetic acid adduct

Date

2014

Authors

Florio, P.
Coghlan, C.
Lin, C.
Saito, K.
Campi, E.
Jackson, W.
Hearn, M.

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Journal article

Citation

Australian Journal of Chemistry, 2014; 67(4):651-656

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Pas Florio, Campbell J. Coghlan, Chih-Pei Lin, Kei Saito, Eva M. Campi, W. Roy Jackson, and Milton T. W. Hearn

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Abstract

Herein, we report the crystal structure of a key intermediate in the synthesis of 4′-substituted-terpyridines. Our findings confirm that the terpyridin-4′-one intermediate as generated from the condensation reaction of the corresponding triketone precursor with ammonium acetate is isolated as a hydrogen-bonded adduct with acetic acid, and not, as previously reported, as the acetate salt of a protonated pyridine nitrogen. This finding provides a rationale for the behaviour and structure of substituted terpyridin-4′-ones and pyridones in both the solid state and in solution.

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Published online: 6 January 2014

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Journal compilation © CSIRO 2014

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