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Anions [N(CH2)3]−and [ON(CH2)2]−are Stable in the Gas Phase, but Can They Be Charge Stripped to Form the Radicals N(CH2)3and ON(CH2)2? A Joint Experimental and Theoretical Study
- Source :
- European Journal of Mass Spectrometry; April 2009, Vol. 15 Issue: 2 p91-104, 14p
- Publication Year :
- 2009
-
Abstract
- Collision-induced activation of deprotonated trimethylamine N-oxide yields the two anions [N(CH2)3]– and [ON(CH2)2]– following losses of H2O and CH4, respectively. These two anions decompose by minor losses of H•and H2when collisionally activated: no other fragmentations are noted. Calculations at the CCSD(T)/aug-cc-pVDZ//B3LYP/6-31+G(d) level of theory indicate that these trigonal anions are stable, and should not rearrange following collisional activation. Collisional-induced charge stripping of the anions [N(CH2)3]– and [ON(CH2)2]–, respectively, form N(CH2)3and ON(CH2)2. Some of these neutrals are energised and undergo rearrangement and dissociation. From a consideration of experiment and theory, it is proposed (i) that energised N(CH2)3may cyclise to form the 1-aziridinylcarbinyl radical. This species may ring open to CH2=NCH2CH2which then decomposes to CH2N and C2H4and (ii) energised ON(CH2)2may undergo OC cyclisation followed by ring opening to energised CH2=NCH2O which may fragment to yield CH2N and CH2O.
Details
- Language :
- English
- ISSN :
- 14690667 and 17516838
- Volume :
- 15
- Issue :
- 2
- Database :
- Supplemental Index
- Journal :
- European Journal of Mass Spectrometry
- Publication Type :
- Periodical
- Accession number :
- ejs42194286
- Full Text :
- https://doi.org/10.1255/ejms.952