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Mass Spectrometric Studies of Benzoxazine Resorcarenes (2002)


Rissanen, K., Hakala, K., Straub, T., Nuutinen, J., & Vainiotalo, P. (2002). Mass Spectrometric Studies of Benzoxazine Resorcarenes. Rapid Communications in Mass Spectrometry, 16(17), 1680-1685. https://doi.org/10.1002/rcm.770


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Julkaisun tiedot

Julkaisun kaikki tekijät tai toimittajatRissanen, Kari; Hakala, Kati; Straub, Thomas; Nuutinen, Juha; Vainiotalo, Pirjo

Lehti tai sarjaRapid Communications in Mass Spectrometry

Julkaisuvuosi2002

Volyymi16

Lehden numero17

Artikkelin sivunumerot1680-1685

KustantajaWiley

JulkaisumaaYhdysvallat (USA)

Julkaisun kielienglanti

DOIhttps://doi.org/10.1002/rcm.770

Julkaisun avoin saatavuusEi avoin

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Tiivistelmä

Eleven differently substituted 3,4-dihydro-2H-1,3-benzoxazine resorcarenes were studied by electrospray ionisation (ESI) and matrix-assisted laser desorption/ionisation (MALDI) mass spectrometry, using Fourier transform ion cyclotron resonance (FT-ICR) and time-of-flight (TOF) mass spectrometers, respectively. Under ESI conditions it was possible to transfer the intact resorcarenes from solution to the gas phase, yielding [M + H]+ and [M + 2H]+ ions as the main ions observed. Energy increase of the ions induced ready decomposition through successive eliminations of four CH2NR groups. Ion-molecule reactions showed that the ionising proton was situated somewhere inside the molecule and could not be reached with neutral reagent gases. In the host-guest complexation experiments, the benzoxazine resorcarenes studied turned out to be poor hosts for alkali metal and ammonium ions. In MALDI experiments, 2,5-dihydroxybenzoic acid proved to be the best matrix for these compounds. However, the intensity of the [M + H]+ ions was low for all compounds, and extensive fragmentation with consecutive elimination of CH2NR groups was observed. Copyright © 2002 John Wiley & Sons, Ltd.



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