112503-29-4Relevant academic research and scientific papers
Reactions of N-benzyl-pyridinium or -isoquinolinium ylides with ethyl 3-fluoro-3-(fluoroalkyl)acrylates to give fluoroalkyl-substituted indolizine and pyrrolo[2,1-a]isoquinoline derivatives
Peng, Weimin,Zhu, Shizheng
, p. 3204 - 3210 (2001)
In the presence of base, N-benzylpyridinium and N-benzylisoquinolinium ylides generated in situ from the N-benzyl-pyridinium or -isoquinolinium bromides react with ethyl 3-fluoro-3-fluoroalkyl(except bromodifluoromethyl)acrylates to give one or two fluoro
'One-pot' Hammett plots: A general method for the rapid acquisition of relative rate data
Yau, Hon Man,Harper, Jason B.,Croft, Anna K.
supporting information, p. 8937 - 8939,3 (2020/08/31)
A general 'one-pot' method for determining relative rates of reaction in complex mixtures has been established using free energy relationships to demonstrate its utility. Competition experiments involving as many as seven species gave relative rate consta
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.
supporting information; experimental part, p. 3572 - 3575 (2010/01/06)
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
Concurrent SN1 and SN2 reactions in the benzylation of pyridines
Yoh, Soo-Dong,Cheong, Duk-Young,Lee, Chung-Heun,Kim, Sung-Hong,Park, Jong-Hwan,Fujio, Mizue,Tsuno, Yuho
, p. 123 - 130 (2007/10/03)
The Menschutkin reactions of 3,4-methylenedioxybenzyl and 3,4-dimethoxybenzyl bromides and also p-methoxybenzyl bromide with Y-substituted pyridines were kinetically studied for a range of amine concentration in acetonitrile. The strongly activated benzyl
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.
