139326-89-9Relevant academic research and scientific papers
Solvent reorganisation as the driving force for rate changes of Menschutkin reactions in an ionic liquid
Yau, Hon Man,Howe, Andrew G.,Hook, James M.,Croft, Anna K.,Harper, Jason B.
, p. 3572 - 3575 (2009)
The effect on the rate of reaction of each of a series of Menschutkin processes on changing from a molecular solvent to an ionic liquid was investigated. In each case, the rate acceleration observed at room temperature could be attributed to the change in
79Br NMR spectroscopy as a practical tool for kinetic analysis
Chan, Si Jia,Howe, Andrew G.,Hook, James M.,Harper, Jason B.
experimental part, p. 342 - 347 (2010/02/27)
79Br NMR spectroscopy has been used to monitor a series of reactions in which the bromide ion is produced, including the Menschutkin reaction of pyridine with a range of substituted benzyl bromides and a Heck coupling process. In cases where the process could also be monitored using 1H NMR spectroscopy, the kinetic analyses using heteronuclear magnetic resonance spectroscopy were shown to be completely consistent. Both the utility of the process in following reactions which may be difficult to analyse using other techniques and the practical limitations associated with solvent choice are discussed. Copyright
EFFECTS OF SUBSTITUENTS IN THE BENZYL BROMIDE ON THE KINETICS OF THE BENZYLATION OF AMINES
Shpan'ko, I. V.,Korostylev, A. P.,Rusu, L. N.
, p. 1715 - 1723 (2007/10/02)
The kinetics of the reactions of 3- and 4-substituted benzyl bromides with amines having various structures in nitrobenzene at 40 deg C were investigated.The 4-substituted benzyl bromides have higher reactivity compared with that calculated on the basis of the linear correlations according to the Hammett-Taft equation for unsubstituted and 3-substituted benzyl bromides containing electron-withdrawning substituents.The reactivity of benzyl bromides containing electron-donating substituents obeys a linear correlation with the ?+ constants.The effects of structural changes in the substrate and the nucleophile on the character of the transition states of the investigated reactions is discussed.
