Ion cyclotron resonance spectroscopy. Neighboring group effects in the gas-phase ionization of .beta.-substituted alcohols

  title={Ion cyclotron resonance spectroscopy. Neighboring group effects in the gas-phase ionization of .beta.-substituted alcohols},
  author={J. K. Kim and M. Findlay and W. G. Henderson and M. Caserio},
  journal={Journal of the American Chemical Society},
25 Citations
Structurally diagnostic ion-molecule reactions: acylium ions with α-, β- and γ-hydroxy ketones
Gas-phase reactions of four acylium ions and a thioacylium ion with three isomeric alpha-, beta- and gamma-hydroxy ketones are performed by pentaquadrupole mass spectrometric experiments. NovelExpand
Ketalization of gaseous acylium ions
Ketalization of acylium ions is shown to identify and structurally characterize α,β-diols and their analogs, and to distinguish regioisomers. Expand
Leaving group and gas phase neighboring group effects in the side chain losses from protonated serine and its derivatives
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The unimolecular chemistry of ethylene bromonium cation (cyclo-CH2CH2Br+, 1+) and 1-bromoethyl cation (CH3CH+Br, 2+) has been probed by metastable ion (MI) characteristics, collisionally activatedExpand
Fourier transform ion cyclotron resonance mass spectrometry and theoretical studies of gas phase SN2 nucleophilic substitution reactions at sp3-carbon atoms
Gas phase SN2 intramolecular displacements are reported in which neutral nucleophiles displace neutral leaving groups within cationic substrates. In the intramolecular SN2 reaction ofExpand
Intermolecular versus intramolecular hydrogen bonding: metastable unimolecular and collision induced dissociation studies on ion clusters of bifunctional compounds
Protonated bifunctional compounds are known to form intramolecular hydrogen bonded cyclic structures despite ring strain and geometric constraints. However, for the case of a protonated cluster, theExpand
Formation of isomeric ethylenehalonium and α‐haloethyl cations and the role of ion–neutral complexes in the decomposition of protonated β‐haloethanols
Decomposition of protonated β-haloethanols was found to proceed predominantly via the loss of water. The mechanism was studied in the decomposition of metastable and collisionally activatedExpand
Gas-phase bimolecular chemistry of isomeric cyclic ethylenehalonium and α-haloethyl cations†
The gas-phase bimolecular chemistry of C2H4X+ (X = F, Cl, Br) cations was studied using Fourier transform ion cyclotron resonance mass spectrometry (FT-ICR-MS). The results support earlierExpand
Distonic radical cations in gaseous and condensed phase
L'etude demontre que les radicaux cationiques CH 3 OH +• , CH 3 NH 2 +• et CH 3 Cl +• ont des isomeres stables: • CH 2 OH 2 + , • CH 2 NH 3 + et • CH 2 ClH +