4.8 Article

Utility of iron nanoparticles and a solution-phase iron species for the N-demethylation of alkaloids

Journal

GREEN CHEMISTRY
Volume 19, Issue 11, Pages 2587-2594

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7gc00436b

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Funding

  1. Natural Sciences and Engineering Research Council of Canada (NSERC Discovery)
  2. Australian Government Research Training Program Scholarship
  3. Saint Mary's University
  4. Monash University
  5. University of Nottingham

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The N-demethylation of selected N-methylalkaloids using a modified Polonovski reaction can be accomplished using a novel green methodology employing nanoscale zero-valent iron, nZVI, in isopropanol. Use of nZVI promotes a much faster conversion to N-demethylated products due to much higher surface area on the metal surface as shown by SEM analysis. Rates of conversion can be further enhanced using catalytic quantities of the solubilised iron(0) species triiron dodecacarbonyl, Fe-3(CO)(12).

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