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Tautomerism in aromatic hydroxy N-heterocyclics in the gas phase by metastable ion mass spectrometry

Tautomerism in aromatic hydroxy N-heterocyclics in the gas phase by metastable ion mass spectrometry
Tautomerism in aromatic hydroxy N-heterocyclics in the gas phase by metastable ion mass spectrometry
The kinetic energy release associated with the decomposition of metastable ions has been used to differentiate between the hydroxyquinolines and hydroxypyridines and the corresponding tautomeric quinolinones and pyridinones in the gas phase. It is shown that 2-hydroxyquinoline exists in both tautomeric forms, whereas the other monohydroxyquinolines exist only in the hydroxy forms. The hydroxy forms are also favoured for the hydroxypyridines, but both the 3- and 4-isomers show some tendency to occur as the pyridinones, or, for the 3-isomer, the betaine.
1364-5471
347-350
Baldwin, Michael A
fa23610d-20fd-4208-b6f7-0bf7fc7f11db
Langley, G. John
7ac80d61-b91d-4261-ad17-255f94ea21ea
Baldwin, Michael A
fa23610d-20fd-4208-b6f7-0bf7fc7f11db
Langley, G. John
7ac80d61-b91d-4261-ad17-255f94ea21ea

Baldwin, Michael A and Langley, G. John (1988) Tautomerism in aromatic hydroxy N-heterocyclics in the gas phase by metastable ion mass spectrometry. Journal of the Chemical Society, Perkin Transactions 2, (3), 347-350. (doi:10.1039/P29880000347).

Record type: Article

Abstract

The kinetic energy release associated with the decomposition of metastable ions has been used to differentiate between the hydroxyquinolines and hydroxypyridines and the corresponding tautomeric quinolinones and pyridinones in the gas phase. It is shown that 2-hydroxyquinoline exists in both tautomeric forms, whereas the other monohydroxyquinolines exist only in the hydroxy forms. The hydroxy forms are also favoured for the hydroxypyridines, but both the 3- and 4-isomers show some tendency to occur as the pyridinones, or, for the 3-isomer, the betaine.

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Published date: 1988

Identifiers

Local EPrints ID: 498643
URI: http://eprints.soton.ac.uk/id/eprint/498643
ISSN: 1364-5471
PURE UUID: 8de5b5c5-5064-4352-b429-60d3dd561f7c
ORCID for G. John Langley: ORCID iD orcid.org/0000-0002-8323-7235

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Date deposited: 24 Feb 2025 18:03
Last modified: 25 Feb 2025 02:34

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Contributors

Author: Michael A Baldwin
Author: G. John Langley ORCID iD

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