6-TIPS-β-Cyclodextrin-Modified Fe3 O4 for Facile Enantioseparation of 1-(1-Naphthyl)ethylamine

Chem Asian J. 2016 Dec 19;11(24):3513-3519. doi: 10.1002/asia.201601151. Epub 2016 Nov 15.

Abstract

A new type of chiral magnetic nanoparticle was prepared from covalently linked magnetic nanoparticles (Fe3 O4 ) and heptakis-(6-O-triisopropylsilyl)-β-cyclodextrin (6-TIPS-β-CD). The resulting selectors (TIPS-β-CD-MNPs) combined the good magnetic properties Fe3 O4 and efficient chiral recognition ability of 6-TIPS-β-CD. The enantioselectivity of TIPS-β-CD-MNPs towards 1-(1-naphthyl)ethylamine was six times higher than that of the parent β-CD modified Fe3 O4 particles.

Keywords: chirality; enantioselectivity; host-guest systems; magnetic properties; nanoparticles.

MeSH terms

  • Chromatography, High Pressure Liquid
  • Ethylamines / chemistry*
  • Ethylamines / isolation & purification
  • Ferrosoferric Oxide / chemistry*
  • Magnetite Nanoparticles / chemistry
  • Microscopy, Electron, Transmission
  • Naphthalenes / chemistry*
  • Naphthalenes / isolation & purification
  • Spectroscopy, Fourier Transform Infrared
  • Stereoisomerism
  • Thermogravimetry
  • beta-Cyclodextrins / chemistry*

Substances

  • Ethylamines
  • Magnetite Nanoparticles
  • Naphthalenes
  • beta-Cyclodextrins
  • 1-(1-naphthyl)ethylamine
  • betadex
  • Ferrosoferric Oxide