Efficient rearrangement of epoxides catalyzed by a mixed-valent iron trifluoroacetate [Fe3O(O2CCF3)(6)(H2O)(3)]


Erturk E., Gollu M., DEMİR A. G.

TETRAHEDRON, vol.66, no.13, pp.2373-2377, 2010 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 66 Issue: 13
  • Publication Date: 2010
  • Doi Number: 10.1016/j.tet.2010.01.102
  • Title of Journal : TETRAHEDRON
  • Page Numbers: pp.2373-2377
  • Keywords: Epoxide, Rearrangement, Carbonyl, Iron, Catalysis, PROMOTED SELECTIVE REARRANGEMENT, 2,3-EPOXY ALCOHOL DERIVATIVES, ARYL-SUBSTITUTED EPOXIDES, IRON(III) TRIFLUOROACETATE, CARBONYL-COMPOUNDS, STEREOSELECTIVE REARRANGEMENT, REGIOSELECTIVE ISOMERIZATION, STEREOCHEMICAL CONTROL, ALDEHYDES, METALLOPORPHYRIN

Abstract

The mixed-valent oxo-centered triiron(III, III, II) trifluoroacetate complex [(Fe2FeO)-Fe-III-O-II(C2CCF3)(6)(H2O)(3)] Was prepared by reacting anhydrous iron(III) chloride with boiling trifluoroaceric acid under nitrogen. The non-hygroscopic and readily available mixed-valent triiron trifluoroacetate complex Was found to be an efficient catalyst for the regioselective rearrangement of epoxides. A number of carbonyl compounds formed via the rearrangement of epoxides could be obtained by a simple filtration of the reaction mixture through a short plug of silica gel. (C) 2010 Elsevier Ltd. All rights reserved.