- COUMARAN GROUP CONTAINING AMINE COMPOUNDS AND THEIR ACID ADDITION SALTS AND QUATERNARY AMMONIUM SALTS AND THE USE THEREOF AS ANTI ARRHYTHMIC AGENTS AND AS PSYCHOTROPIC AGENTS
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Amine represented by the following formula (1), or their acid addition salts or their quaternary ammonium salts. STR1 The amines of formula (1) or their pharmaceutically acceptable acid addition salts or quaternary ammonium salts are useful for the treatment and prevention of heart diseases of animals, particularly arrhythima, myocardial infarction, angina pectoris and heart failure and psychoneurological diseases.
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- Alkene Loss from Metastable Methyleneimmonium Ions: Unusual Inverse Secondary Isotope Effect in Ion-Neutral Complex Intermediate Fragmentations
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The mechanism of propene elimination from metastable methyleneimmonium ions is discussed.The first field-free region fragmentations of complete sets of isotopically labelled methyleneimmonium ions (H2C=N+R1R2 : R1 = R2 = n-C3H7; R1 = R2 = i-C3H7; R1 = n-C3H7; R2 = C2H5; R1 = n-C3H7; R2 = CH3; R1 = n-C3H7; R2 = H) were used to support the mechanism presented.The relative amounts of H/D transferred are quantitatively correlated to two distinct mathematical concepts which allow information to be deduced about influences on reaction pathways that cannot be measured directly.Propene loss from the ions examined proceeds via ion-neutral complex intermediates.For the di-n-propyl species rate-determining and H/D distribution-determining steps are clearly distinct.Whereas the former corresponds to a 1,2-hydride shift in a 1-propyl cation coordinated to an imine moiety, the latter is equivalent to a proton transfer to the imine occurring from the 2-propyl cation generated by the previous step.For the diisopropyl-substituted ions which directly form the 2-propyl cation-containing complex, the rate-determining hydride shift vanishes.The 2-propyl cation-containing complex can decompose directly or via an intermediate proton-bridged complex.Competition of these routes is not excluded by the experimental results.Assuming a 2:1:3 distribution, a preference for the α- and β-methylene of the initial n-propyl chain as the source of the hydrogen transferred is detected for n-propylimmonium ions containing a second alkyl chain R2.This preference shows a clear dependence on the steric influence of R2.During the transfer step isotopic substitution is found to affect the H/D distribution strongly.For the alternative route of McLafferty rearrangement leading to C2H4 loss, specific γ-H transfer is observed.
- Veith, Hans J.,Gross, Juergen H.
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p. 1097 - 1108
(2007/10/02)
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