화학공학소재연구정보센터
Chemistry Letters, Vol.42, No.6, 630-632, 2013
Synthesis and Molecular Shuttling of [2]Rotaxanes under Mild Conditions
[2]Rotaxanes constructed with an ethereal end-capped axle and a dibenzo-24-crown-8 wheel were synthesized from pseudorotaxanes bearing an alcoholic terminus and diaryldiazomethanes using diphenyl phosphate as a catalyst. The reaction proceeded at room temperature in nonpolar solvents within several hours. The [2]rotaxanes thus obtained behaved as ammonium salts derived from a very strong base such as DBU. Thus, the amine form of the [2]rotaxane reacted with a weak acid, CO2-H2O, to give a hydrogencarbonate salt of the [2]rotaxane, which turned back to the amine form after drying followed by evacuation.