41889-82-1Relevant academic research and scientific papers
Steric, hydrogen-bonding and structural heterogeneity effects on the nucleophilic substitution of N-(p-fluorophenyldiphenylmethyl)-4-picolinium chloride in ionic liquids
Weber, Cameron C.,Masters, Anthony F.,Maschmeyer, Thomas
, p. 2534 - 2542 (2013/06/05)
The nucleophilic substitution of N-(p-fluorophenyldiphenylmethyl)-4- picolinium chloride was investigated using water and a range of alcoholic nucleophiles in ionic liquid solvents. The reactivity patterns across the nucleophiles examined could be attributed to steric factors, which mediated the relative nucleophilicities. Reducing the hydrogen-bond acidity of the ionic liquid cation was found to generally increase the rate of reaction, however, the magnitude of this rate effect could be influenced by the steric bulk of the nucleophile and the structural heterogeneity of the ionic liquid. Preferential solvation phenomena in binary mixtures of ionic liquids were examined and suggest that the mechanism behind the hydrogen-bond solvation phenomenon arises from direct cation-mediated, rather than indirect anion-mediated, effects. The Royal Society of Chemistry 2013.
Pseudo-encapsulation-nanodomains for enhanced reactivity in ionic liquids
Weber, Cameron C.,Masters, Anthony F.,Maschmeyer, Thomas
, p. 11483 - 11486 (2013/01/15)
Domain constrained: Polar and nonpolar domains within 1-alkyl-3- methylimidazolium ionic liquids can affect reaction outcomes by pseudo-encapsulation of reactants and this has been explored for a nucleophilic substitution reaction using a cationic substrate and a range of nucleophiles. The significant rate enhancements observed correlate with the concentration of the polar reactants within the ionic liquid's polar domain. ([C nMIM]=1-alkyl-3-methylimidazolium). Copyright
