A nucleophilic substitution reaction performed in different types of self-assembly structures

摘要: A nucleophilic substitution reaction between 4-tert-butylbenzyl bromide and potassium iodide has been performed in oil-in-water microemulsions based on various C12Em surfactants, i.e., dodecyl ethoxylate with m number of oxyethylene units. The kinetics was compared the reactions other self-assembly structures very similar surfactants homogeneous liquids. fastest micellar system, intermediate rate microemulsions, most sluggish liquid crystalline phase. Reaction a Winsor I two-phase system comprising an microemulsion equilibrium excess oil, equally fast as one-phase microemulsion. were surprisingly to homogeneous, protic liquids such methanol ethanol. independent microstructure microemulsion; however, dependent type surfactant used. When replaced by sugar-based surfactant, octyl glucoside, much more sluggish. high reactivity is belived be due favorable microenvironment zone. likely occur within palisade layer, where water activity relatively low attacking species, ion, poorly hydrated and, hence, nucleophlic than solvent or methanol. Sugar become alcohol ethoxylates lower sugar probably higher