Synthesis of pillar[n]arenes (n = 5 and 6) with deep eutectic solvent choline chloride 2FeCl3?
RSC Advances Pub Date: 2015-01-05 DOI: 10.1039/C4RA15758C
Abstract
A novel and distinct method of preparing pillar[5]arene and pillar[6]arene with high selectivity and efficiency has been achieved by condensation of 1,4-dialkoxybenzene and paraformaldehyde with the choline chloride (ChCl)/ferric chloride (FeCl3) deep eutectic solvent in CH2Cl2 at room temperature. Under the optimal conditions, the yield of pillar[5]arene and pillar[6]arene is 35% and 53%, respectively. The reaction mechanism is investigated by room-temperature X-band Electron Spin Resonance (ESR), indicating that a free radical takes part in this cyclization reaction and acts as an intermediate. Our research is the first report about the application of DESs in supramolecular macrocyclic host synthesis.
![Graphical abstract: Synthesis of pillar[n]arenes (n = 5 and 6) with deep eutectic solvent choline chloride 2FeCl3](http://scimg.chem960.com/usr/1/C4RA15758C.jpg)
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Journal Name：RSC Advances
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