Gas-phase basicities of the isomeric dihydroxybenzoic acids and gas-phase acidities of their radical cations

Mormann M, Bashir S, Derrick PJ, Kuck D (2000)
JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY 11(6): 544-552.

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Abstract
The thermochemical acid/base properties of the six dihydroxybenzoic acids (x,y-DHB) as prototypical matrices used in matrix-assisted laser desorption/ionization (MALDI) have been investigated. The ground-state gas-phase basicities (GB) of the six DHB isomers and the gas-phase acidities (Delta G(acid)) of the corresponding radical cations ([x,y-DHB](.+)) have been determined by Fourier-transform ion cyclotron resonance mass spectrometry employing the thermokinetic method. The gas-phase basicities vary from 814 kJ mol(-1) for the least basic isomer, 3,5-DHB, to 831 kJ mol(-1) for the most basic isomer, 2,4-DHB. The obtained gas-phase acidities of the corresponding radical cations vary from 815 kJ mol-l for the most acidic species, 3,4-DHB to 858 kJ mol(-1) for the least acidic one, 2,5-DHB. The results indicate that ground-state proton transfer from the matrix radical cations to the analyte may play a role in the ionization process of MALDI, whereas proton transfer from protonated matrix molecules can be excluded. (J Am Soc Mass Spectrom 2000, 11, 544-552) (C) 2000 American Society for Mass Spectrometry.
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Mormann M, Bashir S, Derrick PJ, Kuck D. Gas-phase basicities of the isomeric dihydroxybenzoic acids and gas-phase acidities of their radical cations. JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY. 2000;11(6):544-552.
Mormann, M., Bashir, S., Derrick, P. J., & Kuck, D. (2000). Gas-phase basicities of the isomeric dihydroxybenzoic acids and gas-phase acidities of their radical cations. JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY, 11(6), 544-552.
Mormann, M., Bashir, S., Derrick, P. J., and Kuck, D. (2000). Gas-phase basicities of the isomeric dihydroxybenzoic acids and gas-phase acidities of their radical cations. JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY 11, 544-552.
Mormann, M., et al., 2000. Gas-phase basicities of the isomeric dihydroxybenzoic acids and gas-phase acidities of their radical cations. JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY, 11(6), p 544-552.
M. Mormann, et al., “Gas-phase basicities of the isomeric dihydroxybenzoic acids and gas-phase acidities of their radical cations”, JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY, vol. 11, 2000, pp. 544-552.
Mormann, M., Bashir, S., Derrick, P.J., Kuck, D.: Gas-phase basicities of the isomeric dihydroxybenzoic acids and gas-phase acidities of their radical cations. JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY. 11, 544-552 (2000).
Mormann, Michael, Bashir, Sajid, Derrick, Peter J., and Kuck, Dietmar. “Gas-phase basicities of the isomeric dihydroxybenzoic acids and gas-phase acidities of their radical cations”. JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY 11.6 (2000): 544-552.
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