Jump to main content
Jump to site search

Issue 40, 2019
Previous Article Next Article

The synthesis, characterisation and application of iron(iii)–acetate complexes for cyclic carbonate formation and the polymerisation of lactide

Author affiliations

Abstract

Herein, we report the preparation, characterisation and catalytic applications of air-stable Fe(III)–acetate complexes consisting of salan, salen and salalen ligand frameworks. Owing to the simple synthetic protocol employed, a wide range of complexes have been prepared and structure–activity-relationships investigated. X-ray diffraction confirmed the solid-state structures for eight of the complexes. These represent the first Fe(III)–acetate complexes applied for the selective coupling of CO2/epoxide and lactide polymerisation. The coupling of CO2 and challenging cyclohexene oxide substrate was performed under mild, solvent-free conditions (80 °C, 10 bar CO2) to selectively form the cis-cyclohexene carbonate as the exclusive product (selectivity >99%) with a metal loading of 0.08 mol%. A reduced aminopiperidine ligand backbone was found as the most active catalyst, and after investigating four co-catalysts, showed high functional group tolerance and robustness when applied to a broad, commercially available, terminal epoxide substrate scope with high conversions observed. The ring-opening polymerisation of rac-lactide was achieved using the Fe(III)OAc complexes using triethylamine and benzyl alcohol for initiation, interestingly isoselectivity was observed in some cases.

Graphical abstract: The synthesis, characterisation and application of iron(iii)–acetate complexes for cyclic carbonate formation and the polymerisation of lactide

Back to tab navigation

Supplementary files

Publication details

The article was received on 15 Aug 2019, accepted on 06 Sep 2019 and first published on 06 Sep 2019


Article type: Paper
DOI: 10.1039/C9DT03327K
Dalton Trans., 2019,48, 15049-15058
  • Open access: Creative Commons BY license
  •   Request permissions

    The synthesis, characterisation and application of iron(III)–acetate complexes for cyclic carbonate formation and the polymerisation of lactide

    O. J. Driscoll, C. H. Hafford-Tear, P. McKeown, J. A. Stewart, G. Kociok-Köhn, M. F. Mahon and M. D. Jones, Dalton Trans., 2019, 48, 15049
    DOI: 10.1039/C9DT03327K

    This article is licensed under a Creative Commons Attribution 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.

    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.

Search articles by author

Spotlight

Advertisements