4.4 Article

The effect of silica-coating on catalyst recyclability in ionic magnetic nanoparticle-supported Grubbs-Hoveyda catalysts for ring-closing metathesis

Journal

TETRAHEDRON
Volume 71, Issue 4, Pages 648-653

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2014.12.024

Keywords

Metathesis; Ruthenium; Immobilization; Magnetic nanoparticles; Ionic materials

Funding

  1. National Natural Science Foundation of China [21202131]
  2. Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry [K308021305]
  3. Foundation of Northwest AF University [Z109021114]
  4. Fundamental Research Funds for the Central Universities [2014YB026]
  5. Korea Research Foundation [2011-0016344, 2012-0000908]
  6. National Research Foundation of Korea [2011-0016344] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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The Grubbs-Hoveyda type ruthenium-carbene complexes have been covalently immobilized on both silica coated and uncoated magnetic nanoparticles utilizing an imidazolium salt linker. These MNP-supported catalysts showed comparable catalytic activity to the homogeneous imidazolium salt-tagged ruthenium catalyst in the ring-closing metathesis (RCM) of dienes, and could effectively catalyze RCM reactions in the presence of only 0.85 mol% Ru. The MNP-supported ruthenium catalysts could be easily recovered using an external magnet. The recyclability of the silica-coated MNP-supported catalysts was superior to silica uncoated MNP-supported catalysts allowing reuse 14 times, due to the increased compatibility of the silica-coated MNPs with the reaction medium. (C) 2014 Elsevier Ltd. All rights reserved.

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