Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.


Issue 13, 2016
Previous Article Next Article

Encapsulation of chiral Fe(salen) in mesoporous silica structures for use as catalysts to produce optically active sulfoxides

Author affiliations

Abstract

Solid catalysts which are heterogeneous at the macroscopic scale but homogeneous at the microscopic level were prepared by the encapsulation of Fe(salen) by a “ship in a bottle” approach. This approach permits the synthesis of a “free” Fe(salen) complex inside the nanocages of SBA-16 and m-MCF, having conformational freedom and behaving as a complex in solution. These materials were used as catalysts for asymmetric oxidation of sulfides. The entrance sizes of the mesoporous materials SBA-16 and m-MCF were tuned by changing the synthesis parameters and by silylation of the silica surface with n-propyl groups, which resulted in materials with different Fe(salen) loadings. Chiral Fe(salen) trapped in m-MCF materials showed higher activity than the complex immobilized on SBA-16. The activity and enantioselectivity of the catalysts based on m-MCF were on a par with the homogeneous counterpart under specific conditions. The heterogenized catalysts presented a limited recyclability; however, they were clearly advantageous compared to the homogenous counterpart, where reutilization was not possible.

Graphical abstract: Encapsulation of chiral Fe(salen) in mesoporous silica structures for use as catalysts to produce optically active sulfoxides

Back to tab navigation

Supplementary files

Article information


Submitted
16 Jan 2016
Accepted
22 Feb 2016
First published
21 Mar 2016

This article is Open Access

Catal. Sci. Technol., 2016,6, 5124-5133
Article type
Paper

Encapsulation of chiral Fe(salen) in mesoporous silica structures for use as catalysts to produce optically active sulfoxides

R. L. Oliveira, T. Nijholt, M. Shakeri, P. E. de Jongh, R. J. M. K. Gebbink and K. P. de Jong, Catal. Sci. Technol., 2016, 6, 5124
DOI: 10.1039/C6CY00113K

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material and it is not used for commercial purposes.

Reproduced material should be attributed as follows:

  • For reproduction of material from NJC:
    [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
  • For reproduction of material from PCCP:
    [Original citation] - Published by the PCCP Owner Societies.
  • For reproduction of material from PPS:
    [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
  • For reproduction of material from all other RSC journals:
    [Original citation] - Published by The Royal Society of Chemistry.

Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.


Social activity

Search articles by author

Spotlight

Advertisements