publication . Article . 1986

Inter- and Intra-annular Proton Exchange in Gaseous Benzylbenzenium Ions (Protonated Diphenylmethane)?

Dietmar Kuck; Wolfgang Bather;
Open Access English
  • Published: 01 Jan 1986
  • Country: Germany
Abstract
Two distinct proton exchange reactions occur in metastable gaseous benzylbenzenium ions, generated by isobutane chemical ionization of diphenylmethane and four deuterium-labelled analogues. Whereas the proton ring-walk at the benzenium moiety is fast giving rise to a completely random intraannular proton exchange, the interannular proton exchange is surprisingly slow and competes with the elimination of benzene. A kinetic isotope effect of kH/kD= 5 has been determined for the interannular proton transfer, and a particularly high energy barrier of 50-75 kJ mol-1 has been estimated. These observations are attributed to steric restrictions of the ring-to-ring proto...
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doi: 10.1002/oms.1210210802
Subjects
arXiv: Nuclear ExperimentNuclear Theory
free text keywords: ddc:540, Instrumentation, Molecular Medicine, Biochemistry, Steric effects, Nuclear chemistry, Photochemistry, Ion, Chemical ionization, Kinetic isotope effect, Analytical chemistry, Proton, Diphenylmethane, chemistry.chemical_compound, chemistry, Protonation, Deuterium
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publication . Article . 1986

Inter- and Intra-annular Proton Exchange in Gaseous Benzylbenzenium Ions (Protonated Diphenylmethane)?

Dietmar Kuck; Wolfgang Bather;

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