Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance upgrade on Thursday 4th of May 2017 from 8.00am to 9.00am (BST).

During this time our websites will be offline temporarily. If you have any questions please use the feedback button on this page. We apologise for any inconvenience this might cause and thank you for your patience.



A bottom up approach towards artificial oxygenases by combining iron coordination complexes and peptides

Author affiliations

Abstract

Supramolecular systems resulting from the combination of peptides and a chiral iron coordination complex catalyze asymmetric epoxidation with aqueous hydrogen peroxide, providing good to excellent yields and high enantioselectivities in short reaction times. The peptide is shown to play a dual role; the terminal carboxylic acid assists the iron center in the efficient H2O2 activation step, while its β-turn structure is crucial to induce high enantioselectivity in the oxygen delivering step. The high level of stereoselection (84–92% ee) obtained by these supramolecular catalysts in the epoxidation of 1,1′-alkyl ortho-substituted styrenes, a notoriously challenging class of substrates for asymmetric catalysis, is not attainable with any other epoxidation methodology described so far. The current work, combining an iron center ligated to N and O based ligands, and a peptide scaffold that shapes the second coordination sphere, may be seen as a bottom up approach towards the design of artificial oxygenases.

Graphical abstract: A bottom up approach towards artificial oxygenases by combining iron coordination complexes and peptides

Back to tab navigation
Please wait while Download options loads

Supplementary files

Publication details

The article was received on 09 Jan 2017, accepted on 03 Mar 2017 and first published on 03 Mar 2017


Article type: Edge Article
DOI: 10.1039/C7SC00099E
Citation: Chem. Sci., 2017, Advance Article
  • Open access: Creative Commons BY-NC license
  •   Request permissions

    A bottom up approach towards artificial oxygenases by combining iron coordination complexes and peptides

    O. Cussó, M. W. Giuliano, X. Ribas, S. J. Miller and M. Costas, Chem. Sci., 2017, Advance Article , DOI: 10.1039/C7SC00099E

Search articles by author