Generation of neutrals from anionic precursors in the gas phase: the anionic, neutral and cationic rearrangements of CCCCHO and CCCHCO to HCCCCO

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2003

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Fitzgerald, M.
Dua, S.
Bowie, J.
Mc Anoy, A.

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International Journal of Mass Spectrometry, 2003; 228(2-3):467-485

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Mark Fitzgerald, Suresh Dua, John H. Bowie, and Andrew M. McAnoy

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The anions, neutrals and cations of the isomers HCCCCO, CCCHCO and CCCCHO have been studied by experiment and by theory at the CCSD(T)/aug-cc-pVDZ//B3LYP/6-31G(d) level of theory. Anions have been synthesised from precursor neutrals in the source of a mass spectrometer. The anion [HCCCCO]<sup>-</sup> and (a major proportion of) [CCCHCO]<sup>-</sup> retain their bond connectivity when energised, but theoretical calculations predict that singlet [CCCCHO]<sup>-</sup> rearranges to singlet [CCCHCO]<sup>-</sup> over a barrier of only 28kJmol<sup>-1</sup>. However, triplet [CCCCHO]<sup>-</sup> is stable under these conditions. Neutralisation/reionisation of [HCCCCO]<sup>-</sup> results in the sequential two-electron vertical oxidation [HCCCCO]<sup>-</sup>→HCCCCO→[HCCCCO]<sup>+</sup>, with the doublet neutral being stable for the microsecond duration of the NR experiment. In contrast, neutralisation of [CCCHCO]<sup>-</sup> and [CCCCHO]<sup>-</sup> yield HCCCCO in rearrangements which occur during or subsequent to neutralisation of the anions. Two-electron oxidation (charge reversal, <sup>-</sup>CR<sup>+</sup>) of [CCCHCO]<sup>-</sup> and [CCCCHO]<sup>-</sup> both produce the rearranged cation [HCCCCO]<sup>+</sup> in exothermic reactions. © 2003 Elsevier Science B.V. All rights reserved.

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Copyright © 2003 Elsevier Science B.V. All rights reserved.

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